![[14-Alex Zhang.jpg]] *Dialectic Episode 14: Alex Zhang - Curating Cultural Playgrounds - is available on [Spotify](https://open.spotify.com/episode/1xaoDGzDiSiiX0UOkkKonx?si=022392d1729b4e24), [Apple Podcasts](https://podcasts.apple.com/us/podcast/14-alex-zhang-curating-cultural-playgrounds/id1780282402?i=1000704284680), and [YouTube](https://youtu.be/KmlQ6PpT1f8?si=kJs3X9CXM9ofs-Go).* <iframe style="border-radius:12px" src="https://open.spotify.com/embed/episode/1xaoDGzDiSiiX0UOkkKonx?utm_source=generator" width="100%" height="152" frameBorder="0" allowfullscreen="" allow="autoplay; clipboard-write; encrypted-media; fullscreen; picture-in-picture" loading="lazy"></iframe> <iframe allow="autoplay *; encrypted-media *; fullscreen *; clipboard-write" frameborder="0" height="175" style="width:100%;max-width:660px;overflow:hidden;border-radius:10px;" sandbox="allow-forms allow-popups allow-same-origin allow-scripts allow-storage-access-by-user-activation allow-top-navigation-by-user-activation" src="https://embed.podcasts.apple.com/us/podcast/14-alex-zhang-curating-cultural-playgrounds/id1780282402?i=1000704284680"></iframe> <iframe width="560" height="315" src="https://www.youtube.com/embed/KmlQ6PpT1f8?si=77KwqgPEbSDPkEG1" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share" referrerpolicy="strict-origin-when-cross-origin" allowfullscreen></iframe> # Description Alex Zhang ([Website](https://www.alexzhang.world/), [X](https://x.com/alexzhang__), [Instagram](https://www.instagram.com/alexzanderzhang/)) is a cultural curator, community builder, and creative director. Currently, he's Chief Creative Officer of [Powder Mountain](https://powdermountain.com/), a where he's working with Reed Hastings to create a globally unique ski experience that combines art, architecture, and lots of fresh tracks. Alex loves people and curating spaces and experiences for them: whether that means parties, music festivals, or mountain towns. He joined [Summit Series](https://summit.co/) out of school, throwing large scale events around the world and working on Powder Mountain, a Utah mountain resort the ownership group had acquired. He then joined one of the first social DAOs, Friends with Benefits ([FWB](https://www.fwb.help/)) as Mayor/CEO, after being tapped by its founder Trevor McFedries to scale the tokenized social club beyond a Discord Server. He launched [FWB Fest](https://www.fwbfest.info/), an annual in-person music festival and crypto conference with past performers including James Blake, Charli XCX, and Caroline Polachek. Most recently, he joined Reed Hastings to return to Powder Mountain after [the Netflix co-founder acquired a controlling stake in the resort](https://www.nytimes.com/2024/03/29/travel/reed-hastings-ski-utah-snowboard.html). Alex leads brand, art, architecture, and marketing. Blending culture, commerce, and "cool" is anything but a science, but Alex has made a career of it. I've known him for a decade and it's been a thrill to watch him continue to find strange intersections, blending worlds like music and tech, crypto and culture, and skiing and art. We talk about this, how to create spaces and events, living in the mountains, large scale art experiences, Christopher Alexander and Jane Jacobs, challenges in creating new cities, learning from Reed Hastings, and a life of deepening one's taste. I hope you enjoy and are inspired to life a more connected, playful, and present life. --- **This episode is brought to you by [Hampton](https://joinhampton.com/community)**, a private, highly vetted membership for founders. Hampton makes entrepreneurship less lonely by matching you with a core group of likeminded founders along with community, events, retreats, and more. Visit https://joinhampton.com/community to learn more and apply. # Timestamps - (0:05): Hampton: Dialectic's First Partner - (4:09): Commerce & Culture, Patronage, and Constraints - (12:17): Curating People, Spaces, and Art: "Host Energy" - (19:44): How to Throw a Party or Start a Scene - (27:05): Unlikely Intersections and Authentic Marketing - (35:36): Returning to Powder and Building a Unique Mountain Resort - (42:31): Utah and Mountain Living - (47:27): Randomness & Emergence: Christopher Alexander, Jane Jacobs, and Cities - (52:24): Creating a Digital Feeling of Place - (55:15): Network States and New Cities - (1:00:42): "Community" - (1:08:27): Organic Leadership Opportunities, Partnership, and Trust - (1:15:12): Focused Leadership and The Power of Memetic Language - (1:20:02): Learning from Reed Hastings as a Leader - (1:29:09): Getting into Rooms and Finding Serendipity - (1:32:58): Playfulness and Elon - (1:36:25): Intuition and Career Decisions - (1:39:10): Curating Music and a Life Goal of Refining Taste - (1:42:56): Music's Role in Creating Great Spaces - (1:44:08): Photography - (1:46:02): Beginning, Learning to Ski and Scuba - (1:48:10): Improving Los Angeles and What Makes it Special # Links & References - [Powder Mountain](https://powdermountain.com/) - [Friends With Benefits](https://www.fwb.help/) - [Summit Series](https://summit.co/) - [How Music Works](https://www.goodreads.com/book/show/13235689-how-music-works) - David Byrne - [‎Studio 54 (2018)](https://letterboxd.com/film/studio-54/) - [Storm King Art Center](https://stormking.org/) - [Naoshima Island](https://www.japan.travel/en/spot/220/) - [Marfa](https://en.wikipedia.org/wiki/Marfa,_Texas) - ["The world is a museum of passion projects"](https://x.com/collision/status/1529452415346302976) - [Roden Crater](https://rodencrater.com/) - [Christopher Alexander](https://en.wikipedia.org/wiki/Christopher_Alexander) - [Jane Jacobs](https://en.wikipedia.org/wiki/Jane_Jacobs) - [The Network State](https://thenetworkstate.com/) - [Edge City](https://www.edgecity.live/) - [Edge Esmeralda](https://www.edgeesmeralda.com/) - [WSA, a Manhattan Office Tower, Becomes an Unlikely ‘It’ Building](https://www.nytimes.com/2024/11/29/style/wsa-building.html) - [Remedy Place](https://www.remedyplace.com/) - [WAREHOUSE](https://warehousemotorclub.com/) - [Was That a James Turrell I Just Skied By?](https://www.nytimes.com/2024/08/16/arts/design/reed-hastings-art-park.html) Dialectic with Jackson Dahl is available on all podcast platforms. [Join the ⁠telegram channel for Dialectic⁠](https://t.me/dialecticpod) [Follow ⁠Dialectic on Twitter⁠](https://x.com/dialecticpod) [Follow Dialectic on Instagram](https://www.instagram.com/dialecticpod/) [Subscribe to Dialectic on YouTube](https://www.youtube.com/@Dialectic) # Transcript ## [00:00:05] Hampton: Dialectic's First Partner ## [00:04:09] Commerce & Culture, Patronage, and Constraints **Jackson:** Alex Zhang, it's nice to be with you. **Alex:** So happy to be with you. **Jackson:** Nice to be back in LA, too. There's a bunch of through lines through your career that I think we're gonna chat about today. But one of them that's sort of like a meta-narrative, or at least a meta-consideration, I think, is that you're blending commerce and culture. And I'm curious, like, one- one intrinsic response might be that, like, commerce and culture just don't actually want to co-exist, or they're kind of like constantly in tension. Are they fundamentally at odds in some kind of foundational way, or are there actually really graceful, elegant ways to navigate it, and- and you can kind of have the best of both worlds? **Alex:** Oh, wow, okay. Starting off with the with the meta- with the meta- the meta questions. Yeah, I mean, f- firstly, it's just it's fun to- to just sit down and have a conversation with you. I, you're- you're someone I really respect and adore. So, to sort of just chop it up for a few hours is really, really delightful. Let's see. Commerce and culture. I don't- I mean, I definitely don't have the answer to that. But I think my, um, my perspective, and something I've actually been thinking about a lot lately, is kind of how- I mean, obviously, to an extent, capital and capitalism is a very, like, effesh- effe- uh, a very effective and efficient mechanism. And I think it is sort of the foundational layer to how a lot of things are given sort of fuel to- to actually, like, propagate or be created, or have attempts at sort of being created. And I think it sort of exists in sort of every sector of our lives. And, you know, maybe I'm over mega-capitalist, but I think it's sort of, you know, I think markets are sort of everywhere. And I think, to an extent, art or c- uh, culture, you know, sort of the- the underlying financial mechanics that allow for something like that to originate are pervasive and sort of exist. And so, it's more so this kind of yin and yang, where both are sort of, like, almost, like, interconnected without wanting to be. Um, and- and to an extent, I don't know if it totally works, but I think it exists. But I've been thinking a lot lately about how the- the patron model has actually been sort of seemingly where most culture is meaningfully created. And I say that as in, like, as someone who's experimented a lot and tried to find, like, purely equilibrium culture commerce models, I don't know if I've 100% found that. But the models that do seem to work is this notion of capital on one side of the aisle, culture on the other side of the aisle. But capital funding and financing the culture in sort of a- a creative, one plus one abundant min- one plus one equals three abundant mindset capacity, that allows for true culture to actually flourish. A Renaissance model would be, you know- **Jackson:** Yeah **Alex:** ... Medicis you know, the Michelangelo and da- da Vinci, and the original sort of patron model where, you know, you sort of allow for these wealthy, you know, the wealthy capitalists of society to sort of finance culture for the- for the- for- for culture's sake. And you sort of get the Sistine Chapel, right? So, it's like I'm- I've been thinking a lot about how today's day and age, the things that actually trigger my excitement the most culturally often don't have a very obvious capital financial model. But usually, they have a circuitous, sort of indirect... I don't want to be as reductive to say purely patron model, but the- the money's coming from somewhere else, and there is some sort of net benefit to the whole. **Jackson:** Right, right, it's a dotted line **Alex:** ... but it isn't, like, a DTC model- **Jackson:** Right **Alex:** ... of like, I make cul- culture and you purchase it for X dollars, and everybody's happy. So- **Jackson:** Mm, mm, **Alex:** ... um, I- I def- like, you know, all that to say, I don't have the answer, but I do think that the patron model is something that I've been kind of observing. And I think that sort of finding that harmonious balance is sort of where the most interesting culture is created. **Jackson:** We'll talk more about Powder and some of the work you've done in a bit. Are there other examples of patronage either right now or recently that you've admired, or y- y- have even kind of just seen as, like, effective? People talk about the Medicis a lot. **Alex:** Yeah. **Jackson:** Of like, "How do we get that again?" **Alex:** Right. **Jackson:** One of my senses is actually, there is a lot of that happening. Granted, maybe it's not, like, the clearest shot through line, or it's, as you say, like, a little bit of a dotted line. It's not a totally obvious connection. **Alex:** Yeah. **Jackson:** But are there people, even just people you think are... **Alex:** I mean, yeah, uh, you know, I love... There's so many examples, and I- I love everything from, you know, the memes where they're like, "Did you know that this indie girl artist's dad- ... is a VP of Goldman Sachs?" You know? Where it's like, that to me is- ... the most obvious, where it's like, there's nothing wrong with nepo babies or nepotism. **Jackson:** No. **Alex:** It- it's actually what creates the space for that- **Jackson:** Gave us Clairo. **Alex:** That's what I mean. **Jackson:** Yes. **Alex:** How else could Clairo, you know, sit there and- and- and bang the MIDI keyboard and figure out tunes and create something for culture, right? If- if she didn't- if she had to go work at a coffee shop to pay for her, you know, her rent, she- she wouldn't be creating culture. **Jackson:** Do you think that's- What... Yeah, that's the ideal. Is that actually we get to the point where just sort of, like- like, patronage is abundant. And, like, put it another way, I guess what I'm... The backdrop I guess that would be the alternative artist who sort of, like, really has to struggle for a very long time, gets to spend less time in their art. But, like, there's some forcing function that makes... It... Maybe- maybe another example of this that- that ties into the original question might be, in art that you are helping sort of either explicitly commission or even just bring into the world, there's two views. There's sort of, like, give the artist maximum flexibility, maximum budget, no constraints. And then the other would be like, actually, like, constraints are kind of good. Granted, you don't want to be so paternalistic. I- I think about this, whether it be for commissioning art or for your, like, your kids. It's like, how much... Constraints are really good for creativity. **Alex:** I'm a huge fan of constraints, personally. I think constraints, uh, force and breed creativity. And frankly, having maximum optionality is- is- is quite stalling. But I think it's a balance, right? I think some of the most impressive...... let's call it cultural creations or productions throughout the his-, you know, throughout history. You know, often start from a seed of, of infinite opportunity, but then through life and logistics, you know, you hear about a lot of projects that were, like, you know. I mean, let's, let's, you know, you brought up the Brutalist earlier. **Jackson:** Yeah, yeah. Sounds like **Alex:** ... because it's like, that is, to me, I thought that film really captured a lot of creation in life, a lot of- **Jackson:** Mm-hmm **Alex:** ... architecture, a lot of development, construction, art, where it's like you start with something super pure and, and, but, but life has its way of, of, of bringing, introducing reality into things. Something happens you can't control. Finances tighten, you know, uh, patron changes his mind. **Jackson:** Patron changes. **Alex:** Exactly. And, and, and the art in and of itself is how do you adjust and move and, and ebb and flow through that? And you ultimately land with the final creation that may not be what you originally intended, but it doesn't matter 'cause that was always just sort of an idea and the world, the world will only see that sort of final output. So, to your earlier question about culture and commerce and maybe examples of that, and, and how if, if, if the, let's call it, the most prevailing model is the patronage model, which, you know, I think there could be a harmonious society where, where you just have this sort of redirected capitalist overflow into, into opportunities for people to create things. Like, I'm not like, a total UBI head of, like, I think that would work, but I'm more in the, like, I do think just forcing everyone to subscribe to, like, the explicit mass capital models don't, won't create great art or great culture. **Jackson:** Or divergent art, or whatever. **Alex:** Correct. And it's more so, like, if you believe in randomness and that randomness will allow for things outside of the box to be created, net new things, I think you kinda need that long leash that the patronage model sort of allows for. And that's just, just the sort of belief of an idea, the belief in the person, the, the trust, the you're the artist and you're coming back saying, "Hey, I'm way over budget, but can you trust me on this? I wanna create this thing." That's where I think the things that culture for culture's sake, actually, you know, where they, where they actually originate from. **Jackson:** I like that. ## [00:12:17] Curating People, Spaces, and Art: "Host Energy" **Jackson:** Another major through line for you, if not at least career-wise, the central one to me, is that you're obsessed with bringing together people and art and, like, spaces. Or, like, or really, like, I would say curating those three things. And you've done that across so many different permutations, whether it's we're in college, it's Lava Lab and house parties and radio and stuff like, and stuff like that, or concert series. Obviously all the summit stuff, both kind of pre-COVID and then in COVID. Festivals like Fast, now with all the powder stuff. At a mountain scale, it's sort of, to me, a little bit of like, how do people come together? How do they work together? How do they enjoy something together even? And really, just like, how do you have presence in space? I'm curious, why do you love bringing people together? What is it about that experience that if I were to try to infer one thing, there's a sense of, there's very much a host energy, uh, of like, let me curate something for you. **Alex:** Host energy, that's it. **Jackson:** Trust me. I think that's something I really admire in you, and clearly you've done it in so many permutations in your career. **Alex:** Host energy, that's good. Um, no, I appreciate all that. And I was, you know, I just turned 30 two days ago, so I was just reflecting on this, um, actually about sort of the major themes in my life and how they intersect. And, and for, yeah, I've always loved that Jobs quote about, you know, "You can't connect the dots looking forward, only backwards." And, like, you know, if you were to ask me, you know, whatever, 10 years ago, "Oh, would you be building a ski town?" I would be like, "I don't even know how to ski." And I don't, I've never skied before, so, like, no, right? So it is a, it is a crazy, one of those hindsight type situations. But yeah, you nailed it. I, I, I would truly just say my greatest joy in life is, is, is bringing people together and hosting people. I think why and where that comes from is the fact that, you know, I grew up as a, as a sort of a first gen Chinese immigrant in a White suburban town of Claremont, California, where I didn't feel very connected or seen or integrated into my community. And I felt a little bit, I always felt a little bit other or different, and, you know, with my parents, there was a bit of a cultural barrier. And, and I felt like my house felt very, it felt very cold there, and I didn't quite know why. But, you know, the, the metaphorical fireplace wasn't on, the, we didn't really do dinner at home, they worked really late. You know, they, they really worked so hard to provide for me and my, my sister. But, you know, because of that, I was never really home. And, uh, I quickly learned that I could actually simulate those feelings of community by bringing people together. And whether that was throwing a party when my parents weren't home and inviting 30, 40 friends over, and it becoming a really fun house party to doing more elaborate sort of events, concerts, backyard shows. It quickly began to be in this sort of eternal search of, **Jackson:** party you wish you could have gone to when you were 15. **Alex:** Yeah, or, or just yeah, or, or even party is a little one note of, like, oh, like, rah, rah. Just more of that search of, like, of community or of family and of belonging, I think. And that shows up and is manifested in a lot of different ways, but it was sort of through that, that I realized, "Oh, I can actually create the conditions that allow for that feeling." So to me, like, if we go back to, like, the most classic party sense. To me, like, why I love parties and specifically why I love, I love, like, party photography and party culture and, you know, whatever Studio 54 and like, all these eras of, like- **Jackson:** Right **Alex:** And why? Because you look at it and you're like, "Cool, this is a moment in time that'll never happen again." Like, this collection of, this assortment of people in a room mixed with music, drugs, culture, fashion. Like, what are people wearing? What are people thinking? What's the cultural, political zeitgeist in that moment? Those conditions led to whatever energy you sort of felt in that room. **Jackson:** Mm-hmm. **Alex:** Uh, and so I've always been on the other side.... in that I've enjoyed participating in that, obviously, but I've enjoyed creating and facilitating those environments and thinking about all the factors that go into it on a, on a small scale of an event or a venue from the lighting and the food and the, the layout to the large scale of- of now Powder Mountain of roads and- and power and sewage and water and tunnels and- **Jackson:** Mm-hmm **Alex:** ... and neighborhood lot layouts and all these sorts of things. So, um, yeah, the connecting piece is really community, a sense of belonging, and- and, you know, I'll- I'll- I'll lastly add that, um, my best friends growing up in- in high school, they all lived on this cul-de-sac, uh, and I was sort of in the town over. And every day after school, I would go visit. I would... Every day after school, I'd go to this cul-de-sac. On Thursday, I'd sleep in this cul-de-sac from Thursday all the way to Sunday. And about seven of the houses on the cul-de-sac, it was called Nicholas Street, were all owned by this group of friends and their families. Like, it was essentially a thing where when one family moved in and the house next door went for sale, they sold it to their friends. **Jackson:** Wow. **Alex:** And then when the next street went on sale a couple years later, they sold it to their other friends. And so me, Ben, Eric, Nate, and- and Jimmy, we all lived... They all lived on this... I say, "We," 'cause I was literally there so much. **Jackson:** Yeah. **Alex:** They all lived on this block. **Jackson:** Yeah. **Alex:** They all grew up together on this block. And so at its... In its summation, it was, like, 40 kids- **Jackson:** Mm-hmm **Alex:** ... who grew up on this cul-de-sac. **Jackson:** Yeah, the village. **Alex:** The village. And I would just, like, revel in it, and I would go every weekend, and I would... And the doors were never locked. You could raid anyone's fridge for whatever you wanted. It was this... To me, it was the ultimate sense of freedom and bliss and- and- and belonging and- and... My macro reflection is that, and kind of my joke is now, whatever that is, 15 years later, all I'm doing is professionally recreating that environment- ... whether it's, you know, on a mountain or- or- or with Friends with Benefits and- **Jackson:** Right **Alex:** ... Summit. To me, it's this, how do you suspend reality and- and introduce new behavioral community kind of norms and to- to really promote this greater sense of- of- of community. **Jackson:** I- I mean, it rhymes with the notion that you ask most people what the best part of their life was and they tell you college. And I think the reason is actually very similar, which is that, oh, you had this little period of your life where you were surrounded in high proximity with people you cared about. You had a high degree of comfort. And I think, like, it seemed... I mean, people in San Francisco have reinvented the version of the thing you just described pretty recently as like, "Oh, this is the future of how we should all live." And it's like, well, maybe this is actually a more primal kind of thing that we all know we want or should have. It's interesting. I- I... My suspicion says that if you blip forward 20 or 50 years to how people live, there's some trending directional thing that ends up. I- I think more people probably want something sort of like this. **Alex:** Yeah. And, uh, you know, it's a... it's a cold take, but the whole, like, increase tech reliance and decrease, you know, uh, increase in isolation, you know, de- and so increase in loneliness, all that sort of stuff. **Jackson:** Mm-hmm. **Alex:** All those trend lines will eventually converge to, like, how can you live in more communal environments? **Jackson:** Mm-hmm. **Alex:** Because of our, you know, probably at that point, instinctual reaction or aversion from being kind of constantly wired and internally online and needing to seek actually meaningful human connections and community and serendipity and... **Jackson:** Mm-hmm. Yeah, that in... that in suburbs. Suburbs haven't helped too much. **Alex:** Mm-hmm. **Jackson:** Although I guess you... Presumably you had it sort of in the suburbs. **Alex:** Yeah. ## [00:19:44] How to Throw a Party or Start a Scene **Jackson:** You can take this however you want and we don't need to go through all the levels of granularity, but I'd be curious for you to riff a little bit on what makes a great event or space at, like, different orders of magnitude. Like, dinner, house party, concert, festival, and then maybe at the, like, the biggest scale now that you're thinking about it in a much more long-term durable sense of, like, a- a mountain town or a mountain resort. Are there things that stand out at- at any of those stages or just broad themes, maybe some of which you just spoke a little bit about, that you think contribute to that feeling of when you're at a great party or you're at a great event, you feel grounded or welcome or alive? **Alex:** Uh, yes, I've got my own philosophy and theory, but I'll sort of start by saying one of my favorite writings on this is David Byrne's How Music Works. **Jackson:** Mm-hmm. **Alex:** Chapter... I think it's chapter eight, where he talks about how to start a scene. And I send this to anyone who asks me a similar question, uh, because he essentially, like, didactically writes down the... all the conditions and variables that go into creating and starting a cultural scene, specifically through the lens when he was a consultant for CBGBs and various different music venues in New York in the '70s. And, um, he talks about lighting. He talks about proximity from the stage to the bar and how if it's too far, you're gonna get everyone in the bar and out at the stage. If it's clo- too close, the musician's not gonna enjoy playing in front of a bunch of people waiting in line for a drink. My favorite thing is he kind of created this system at CBGBs where if you were a band and you played at the venue, you would be given a drink ticket that was only valid for the remainder of that week. So, it actually encouraged you to come back the next night while you were still in town, 'cause you got a free drink, to then watch and support the next night's act, even if you didn't know, you know, who they were. And it was through that where Patti Smith began hanging out with The Velvet Underground and Lou Reed. **Jackson:** Wow. **Alex:** And you sort of started to get this, you know, kind of cross-pollination of culture at a time when everything was sort of, like, bubbling up. So, lot of really great little factors in that. But yeah, my- my- my answer or my list of set of variables for that, and it's maybe difficult to sort of scale up into all of those examples, 'cause they're all sort of uniquely different. But, you know, I think it- it starts with just intentionality. Like, why- why are we gathering? Why are we here? You know? **Jackson:** Mm-hmm. **Alex:** And- and I think a strong why actually sets a really, really nice context for people showing up with a sort of certain perspective. You know, I think...Birthdays are, like, a really interesting why, as just coming off of having a small little birthday gathering, because, um, you're one degree... Everyone has a common purpose. **Jackson:** Yeah. Yeah, yeah, yeah, yeah. **Alex:** So, like, if you're at the bar and you don't know what... And you're standing next to someone you don't know about, or someone you don't know, you can easily just be like, "Oh, how do you know Jackson?" You know what I mean? It's a kind of ob- And if they go, "Who's Jackson?" It's like, you know what I mean? So, I think it's like, uh, I think having a really strong why, um- **Jackson:** In, in context where the why is not so obvious, e- e.g., it's not a birthday or even, like, it's not a, a, a certain type of... An event for a certain purpose or even a professional thing, easier. What about like a music festival? Like, is there, is there something more implicit or subconscious there? Or even, even maybe an explicit example close to home for you, like, something like FWB Fest, you have themes, but, like, is that something that you're... 'Cause im- inside of so much of this question and the way you started to answer it, is great events, more than almost anything else, are this really strange dichotomy of, like, pretty scientific on the planner's end. **Alex:** Correct. **Jackson:** And totally, like, you don't think about it at all if you're... Ideally, at least. Uh, uh, the guest is just enjoying their- **Alex:** Yeah, the guest. Yeah, he's there. Totally. **Jackson:** So, how... Yeah, how does that purpose or, like, almost, like, mission statement or intention come through when it's not so obvious or you don't even want it to be so obvious? **Alex:** So, I think whether you know it or not, there's gonna be a meaning there, right? It's sort of whatever, Joseph Campbell and Man and His Symbols and Meanings. Like, there will... You will always overlay and project meanings on, subconsciously or consciously, as to why you're there. Let's take all three of those examples you just mentioned. Let's start with the music festival. Like, whether you know it or not, whoever curated that music lineup and why you're there is telling you a story. Like, that they selected that arrangement of, of, of, of musical acts, whether it was FYF sort of representing, like, peak indie, indie music, indie sleaze. Like, Goldenvoice wasn't as much of a behemoth as it was today, and it was sort of this counter position where when you were there, it felt like you were part of the indie music scene, where LA really felt like the core of that. It was sort of this, this polarization from, like, New York's more sort of rarefied scene to, you know, nowadays you're seeing way more actually explicitly themed music festivals. Like, whatever that, like, um, Almost Like Heaven, where it's a throwback to all 2000s music. So, it's like those are all the promoter's goal of creating meaning into that event so that when you're there, there's sort of a binding agent or a subculture- **Jackson:** Yeah **Alex:** ... that sort of gets created. And then FWB Fest, you know, yeah, sure, they'll... The themes of the programming and the music are probably quite esoteric or perhaps irrelevant, but it's... The meaning is actually in the gathering in and of itself, of that... It's a very, very niche overlap of people who are interested in crypto and culture. And it's per- you know, whatever, it's like 10,000 people, probably like 5,000 people. And so, the fact that everyone chooses... I think what made the last three years of that festival so special is that when you're there and you're, you know, two and a half hours outside of Los Angeles, you've committed to be there, everyone there, it feels like this sort of utopian, idyllic- **Jackson:** Yeah **Alex:** ... uh, Garden of Eden, to an extent- **Jackson:** Yeah, yeah, yeah **Alex:** ... where it's like, "How am I, like, with every single person I've ever been in a chat room with in the woods?" It's a very... Like, that in itself- **Jackson:** Totally **Alex:** ... I would say, is the es- was the essence and the beauty of what made that event so special, was seeing- **Jackson:** Including the friction, by the way. Including the- **Alex:** 100%. I'm actually a believer, to your, to the what variables, I think friction is important. **Jackson:** Mm-hmm. **Alex:** I think friction, I think, I think democratic, um, spaces and events are really interesting, where I'm, I'm all for a list of getting into a really good party. But I'm a- I'm even more for the bouncer of that party, deciding on the spot. If, if someone's not on the list but they've just got a good vibe, let them in. Like, what made Studio 54 brilliant- **Jackson:** Right **Alex:** ... was, it was a list. But if you were just, like, a young artist or a young creative and you were there and you weren't being an asshole or you weren't, you weren't being ostentatiously, you know, uh, you know, whatever, annoying, the bouncer had the full discretion, just like whatever, at Berghain, to, to decide, "Yeah, come on in, 'cause you're gonna actually add-" **Jackson:** Right. **Alex:** "... a whole new variable to this party." Because when you're on... When you're in that room, everyone can tell you're stoked to be there. And you're beaming, your face is, is, your, your smile is, you know, cheek to cheek. Versus we've all been at, like, s- industry parties, and it's- **Jackson:** Everybody's looking around **Alex:** ... and it's like, cool, we know everyone who's here, we were all together. And I was in Milan last week for the design week, and there's the, this, you know, the, the, whatever, the New York Times, T Magazine party, and you're... It's, like, the party everyone goes to, and you're, then you're kind of like, "This is literally everyone I was just with in New York- ... and no one really wants to be here." And we're... And it was, like, the hard thing to... You know, and I was like, "Oh, man." **Jackson:** Right. **Alex:** Versus I had way more fun going to the random dive bar afterward, it was a mix of people from that party, locals, friends of friends, and it felt way more sort of democratic. **Jackson:** Yeah, that Studio doc is amazing. **Alex:** Yeah. **Jackson:** If, if people haven't seen it. ## [00:27:05] Unlikely Intersections and Authentic Marketing **Jackson:** Uh, you, you got it a little bit, one other major theme, I think, is, is like these intersections. You mentioned FWB, crypto and culture, but you've kind of done a bunch of unlikely intersections. Music and tech, for sure, in college, and probably after college. A lot of some of that bleeding into, to Summit. Obviously, now, skiing and art. You're kind of like right at the fringes of these overlapping spaces. And, uh, obviously, you're just, like, I think very broadly attuned to subcultures in, in general. Why do you think these intersections either are attractive to you or, at the very least, why are they good areas to, like, focus on or spend time in? **Alex:** Yeah, I mean, I think if there's the sort of, whatever, the adage of, like, you know, riches in the niches and, and 1,000 true fans kind of, you know, frameworks. To me, when you expertly or thoughtfully overlap two Venn diagrams that, uh, or two cultures that wouldn't have seemingly have overlapped before, I think that's where you create, like, superfan, if you will. **Jackson:** Mm-hmm. **Alex:** Because I think it's about... At the end of the day, like, building a brand or, or, or creating an experience is just about...... delivering a really strong punch of authenticity and a, and about feeling sort of seen, right? When we all see a brand do something on social or whatever that, like, a really great ad campaign or, or a real... It's, it's, it's, it's, like, it's, it's this sort of reminder that life has this randomness to it that keeps it interesting. I think it's why are we so fascinated when two celebrities date each other? Timothée Chalamet and Kyl- you know, Kh- Kylie Jenner. It's 'cause it's random, and it's like, "How did this even happen?" But, but, but when you- **Jackson:** You're so right. **Alex:** ... both of them and you see them together, it becomes like- ... oh, the universe. is this randomness and chaos to the universe. So to me, I think when there's a strategic overlap, and it can't be, like, crazy, right? It's not like we're doing, like, you know, yeah, whatever, like skiing and Bauhaus architecture. It's like that exists, but it's like, it's like, it has to be thoughtful and there has to be like a true bottoms-up, let's call it, like, market analysis of how big are each of these respected total addressable markets. Like, does this actually make sense? But when you can identify the right overlap, I think it creates this really, really strong halo effect that, to me, when I build marketing brands or market- like, when I think about marketing, I think about, like, like, have an unfair advantage? And how do you think about something that only you can sort of own or claim? **Jackson:** Well, that's what I was gonna say is sure, there's, like, market analysis, but, like, at least the things you've done have overwhelmingly come out of stuff you really like. And the fact that you actually have pretty disparate interests, skiing and design world, like, don't typically come together, not because there's some brilliant strategy there, but because, like, it turns out that people who are really, really gonna authentically care about those two things and spend a ton of time in them, it's just way m- way less likely. Same with crypto and culture or whatever. Go down the list. **Alex:** Yeah, yeah. No, I, I, I, yeah, I mean, you, there definitely is a truth to the fact that smooth-brained me is just like, "I like both, let's mix them together." So it's like there is, you know, I could come at you full consultant vibes- ... of market analysis, but, like, you know, and, and, and that was perhaps the financial justification, but the, like- **Jackson:** Mm-hmm **Alex:** ... emotional justification was just... I, I mean, I can walk you through the logic of, of art and skiing, which was just, I love, I grew to really love the mountains, and I learned to ski only 10 years ago. I, I grew to love the scale and the landscape and the, there's, there's, there's nothing quite like skiing where it's just you and the mountain and, you know, your, your gear and your technical equipment. And it feels incredibly freeing and liberating and present. And then, at the same time, I started to fall in love with, you know, sort of these outdoor artistic sculptural experiences like Storm King or Naoshima in Japan. Sort of this destination, you know, I wouldn't say, like, Instagrammable, but it was sort of this, like, this, these pil- these, like, cultural pilgrimages started to really, really, um, become, I think, highly legible. I think Naoshima saw, like, their highest visitation rates- ... like five years after Instagram effect really kicked in. 'Cause it's like, how else would you find the art islands in Japan, except someone's posting a photo of it, and you add, you now add it to your bucket list when you go visit Japan, right? So, it was like those two trends and personal experiences started to sort of occur separately just out of my own natural curiosity. **Jackson:** Yeah. **Alex:** On the skiing side, I became obsessed with equipment and gear and learning, and I started getting every fancy new ski toy because it just became fun to, like, feel like I was leveling up- **Jackson:** Right **Alex:** ... physically and in, in a sport where there's, like, a heavy culture around it, like. And then simultaneously around art, beginning to, like, these people who visit Marfa and all, you know, it's like a, it's like a, it's like a checkbox of, like, you do all these experiences. And so organically, when we started thinking, uh, you know, eh, the kind of the, the, the smooth brain would be like, "Well, why hasn't these sort of artistic experiences taken place on a, on a- ... ski mountain before?" And then you start to go through the logistical jujitsu of, oh, well, like, labor cost and staffing, and it really couldn't work. Well, but then you actually start to realize, like, on a sk- on a mountain maybe, yes, but on a ski mountain where you have 500, 600 seasonal employees who operate and maintain the, the land and the ski resort, could you train ski staff to maintain art? Like, it started to literally cross sort of like that. And then, you know, obviously when the conversation sort of naturally arose with Reid, and, and we sort of shared this kind of kismeti moment around it, and, and he had the resources to meaningfully sort of enable it, it became sort of then, honestly, back to the, like, pure idea, then to act- then, then to realizing an actual product laden with f- with flaws and challenges- **Jackson:** Yeah, yeah, yeah, yeah **Alex:** ... that you're sort of working through. But by then, you're already committed. **Jackson:** Mm-hmm. **Alex:** So then that to me, is just like the process of sort of figuring it out. **Jackson:** What I love about those large kind of architectural scale art things is there's this, uh, I think it's from John Collison, one of the Stripe guys. He says, "The world is a museum of passion projects." **Alex:** Mm. **Jackson:** And I think those types of things, you, and you could, if you wanted to stretch, uh, you guys have talked about Desert X, obviously like Burning Man. You mentioned Marfa too. Like, even, even the Terrell, Rodin, Crater stuff, like, talk about passion projects. **Alex:** Totally. **Jackson:** Like, truly just, like, one guy or a small group of people saying, like, "I'm gonna do something that doesn't..." And, and maybe it ties back to the other question too, which is in skiing, like, yeah, people love skiing, they've, peo- people have built some amazing, uh, mountain things. But you'd have to care a whole lot about art and doing something weird and fun to, one, want to invest in something like that, in Reid's case. But two, have the people with the time and ability and capability to try to, like, do something. So, there's not like a, there th- in some sense, back to the earlier question, like, it's hard to imagine it fitting very cleanly on some, like, strategy deck. **Alex:** Well, it doesn't because it's authentic. **Jackson:** Right. **Alex:** And it's accidental. **Jackson:** Right, right. **Alex:** And it's random. **Jackson:** Right. **Alex:** And that's the kind of purity that I think is what- ... draws really strong ideas and- **Jackson:** Yeah, yeah **Alex:** ... you know, full circling it back to, like, all those examples you mentioned, Rodin, Crater, duh-duh-duh, like, all of those were built on the patron model. **Jackson:** Mm-hmm. **Alex:** Like, there is no business model to Rodin Crater. The ro- James' business model for Rodin Crater is he sells art to, like, separately, to, to, to finance as much as he can for Rodin, which is his magnum opus. And I think Naoshima took 50 years of, of that family...... working on, on it, going through multiple recessions, going through multiple bankruptcies, and continuing to push forward. And any time they made money in category A, they would flit over into category B to continue to sort of sustain it. So, it's like, it's clear like there hasn't really been like a, an efficient capital culture model quite yet. And we've seen that capitalism gets its nails sunk very deep quickly in anything cultural really fast and tends to kill it. Let's, let's just say- **Jackson:** If it starts really working. But, but, yeah. **Alex:** Correct. Let's say, the music industry or whatever, and like top hits and, and what ends up happening in that sort of instance. But to your point around, yeah, I guess that sort of, that authenticity of an overlap. To me, it's, you know, when we put out the release and we started to share with the world what we were doing with, with, with Powder Mountain and sort of the art program. The amount of notes and random emails I was getting from people being like, "This is the most, like, perfect, insane project. I feel so seen. How can I get involved? I grew up..." And then you start hearing all these stories. **Jackson:** Right, right. **Alex:** "I grew up on the mountains. My dad was a ski patroller." **Jackson:** That weird Venn diagram of overlap. **Alex:** "I now live in New York. I worked in a gallery for 20 years." Like, you then realize, oh, wow, there's a lot more randomness than you had imagined, and then also a lot more overlaps and relevance. Where if we can sort of deliver this experience, I think it'll be a really, really special, special one. **Jackson:** Mm-hmm. ## [00:35:36] Returning to Powder and Building a Unique Mountain Resort **Jackson:** What has it been like to return to, for people who don't know, you obviously spent a ton of time around Powder Mountain in one context. And you left it for a while with Summit, and you've co- you've come back to it in a... Literally returning to the same place, but also coming at it from like a... On a new set of people, a new context, a new orientation. How is that? Does it feel like coming back around on the merry-go-round? Does it feel like, I don't know, clim- climbing the same mountain twice? Is it totally new? **Alex:** The, the- **Jackson:** It's a rare opportunity in your career **Alex:** ... the joke I give is, um, if, if, if you've watched, uh... If any of you guys have watched Succession, is that I feel like Tom Wambsgans. Where I'm just like the last guy standing. And I just kind of like, I, I, I joke around, and... **Jackson:** You're a little more confident. **Alex:** And I... Yeah, but I look around and I'm like, "How am I still... I'm... How am I here?" You know. But, uh, no, r- real talk, um, yeah, it's interesting. I think it's like a, in a way, it's almost like a toxic relationship. Where you're like, "How am I coming back to the..." **Jackson:** "I can fix her." **Alex:** I... Yeah, exactly. And, and, and, and perhaps the mountain is like a siren call luring me to the- ... to the craggy rocks. But, yeah, no, I think, I think the mountain... Mountains in general are such intoxicating places. So, I think any chance you get to sort of create something... I'm just... I think any chance you get to create something permanent, like, like really permanent- ... to me is what's the most motivating thing that will allow... that will keep continuing my drive to, to work on it. And often people ask, "Oh, is this like a couple year thing? What's your, what's your next project?" I'm like, "I, I definitely will work on other things, but I feel like this project specifically will be a lifelong endeavor." I don't know what full capa- what, what the full capacity will be. But to an extent, like in shaping, in shaping a town, it's like I've got... We're building the master plan right now. The master plan has 5, 10, 15, 20, 25-year timescales on it. So, it's like, I want to see that through. Uh, I don't know what the extent will be in year 20, but I definitely wanna play a role in at least coming back and, and participating in sort of these architectural design charrettes and sort of watching it evolve. So, so it really is a thing that I think, you know, it's, it's not too overly complicated of like, "Oh, I'm back." You know, at the end of the day, it's, it's a, it's a place a lot of people deeply care about. I feel super lucky to be able to be one of the stewards of it. There will be other stewards that come after me. But to be back in the mix and, and yes, to have all the conditions have changed in a more positive way, in terms of financing and leadership. And all of that, allows us to, to really move forward at a much more accelerated and also focused pace. **Jackson:** It's cool to think about, too, the tension between what you started with and what I still think you're amazing at, which is creating one amazing experience for a night. You, you mentioned it in the context of a party, like this is never gonna happen again. And then maybe the full other swing, you mentioned like, yeah, if you're lucky, you... The work you guys are doing on Powder is like part one of a many decade journey. Like, you're just laying the groundwork for, for what might be able to come in the future. What... One, one specific question on that, that feel free to take kind of however you would want to. But there's a number of iconic, let's just say, ski places in the US. Um, you have Jackson Hole and Park City. And Yellowstone Club is, is a sort of different type of example, and Sun Valley. Some of this is obviously in the, in the private public and, and the different elements of, of the actual mountain. But I'm curious if there is anything that feels most important to get right about Powder relative to the field. How do... How do you guys want to be the most... What is most important to be different in? **Alex:** Yeah, so the... I think the art will be obviously our fundamental differentiator, in that no other ski destination in the world will have a, you know, a site-specific art sort of sculpture park or sort of art integration to this extent. So, I think that'll be a clear difference. **Jackson:** The goal there is to basically do the Naoshima or Storm King style. **Alex:** Naoshima ice is my jo-... Yeah, Storm King. **Jackson:** . Yeah, exactly. Um, and then in the actual- All over the whole mountain? **Alex:** Yeah, all in, throughout this 12,000 skiable acres. So, the idea is you have a multiple sea- multi-season, multimodal way of experiencing art that you ski to in the winter, you hike and you mountain bike to in the summer. The work is spaced out and given room to breathe. It's not like, you know, you see sculpture, sculpture, sculpture, sculpture, in one view shed. But you, you ski for 10 minutes to one place and you see a 30-foot sculpture. And that you just get moment... You just get space, time to breathe and to ingest it and to reflect on it. And then you get... You go back into the w- pure wilderness, to then reemerge back into sort of another artistic experience. But secondly, yeah, I think what, what will be our biggest differentiators? I mean, really, architecture e-Architecture in the western hemisphere of ski resorts has been pretty one note, um, for the last 30 years. I think the big opportunity is to really do something different. It's either sort of American West log cabin-y vibe or it's faux-Bavarian, you know, post-World War II 10th Mountain Division. All these developers went to, like, Zermatt for the first time. So they, like, in the classic American way, like, just literally copied it. Like one- **Jackson:** Zermatt is great, by the way. **Alex:** One-for-one. **Jackson:** Yeah, we were talking... **Alex:** It's amazing. But, but, but, you know, so much so that it literally just... It's, it's a very American attitude. **Jackson:** Yes. Yeah, yeah. **Alex:** I- I- I... "Well, we like this. We're just gonna rebuild this- "... one-for-one here," to... In a- in an amusement capacity. So that's what they did, and it worked for, you know, so many years. And it's, it's charming. You know, you go to these American ski towns and it feels kind of Austrian or Bavarian. But, you know, we're... Our great challenge is how do we reinterpret and create a set of architectural guidelines and designs that all the homeowners follow, all of our public buildings and amenities and commercial buildings follow, that unifies a place that sets a new sort of architectural language? So we're kind of calling it internally, um, high alpine architecture, and trying to think about, "Okay, well, what does that mean in the context of the American West? How can we shed the sort of big log cabin feeling that ha- obviously has, like, historical relevance? How can we draw inspiration from, you know, high alpine environments in the Alps, but not like one-for-one copy the ornamentation, but, like, sort of look at more of the, like, efficient building strategies, the- the notion that the roof is sort of this dominant feature?" That's why when you see these amazing photos on the internet of the Alps, you see sort of all these snowy towns covered in snow with the lights on. It's- it's all designed- ... intentionally in that capacity. So we're taking and borrowing and remixing all of those things that we find really interesting into what we're calling high alpine architecture, which will be essentially, uh, infrastructure and architecture that's defined by buildings that have really strong roof presences, big overhangs, big eaves, natural wood siding, stone bases that, you know, are sort of laid out in a- a very organic way, that hopefully over time, if that pattern can ex- can- can sort of propagate, will create something in the US that is, like, super distinct. **Jackson:** Yeah. **Alex:** Yeah. **Jackson:** That's cool. ## [00:42:31] Utah and Mountain Living **Jackson:** What do you love about Utah, and how has living in the mountains changed you? **Alex:** Oh, wow. I love, uh, I love Utah so much. It's- it's so, it's so... It's grown on me so- so- so deeply. You know, the most amount of time I'd spent there, I'd been visiting on and off since I was in my early, early 20s when I was working with Summit. And, and you know, for folks who don't know, Summit, where I previously worked, used to own Powder Mountain, that was sort of the- the context of- of coming, that- the notion I'm kind of coming back. But I'd been visiting on and off, week at a time, two weeks at a time, couple days at a time. But then it was really COVID when I actually just lived there for a year straight. **Jackson:** Mm. **Alex:** Did you ever visit me during COVID? **Jackson:** Yeah, yeah. **Alex:** Yeah. **Jackson:** Yeah. **Alex:** So it was, so it was just, like, a year straight. Maybe even a year and a half. And it was me living in a house with four other people. And it was honestly, like, I think of it as probably- **Jackson:** It was idyllic **Alex:** ... some of my most fond memories of my life, time, you know. I think a couple things I noticed and began to enjoy and- and learn, one, that was the seaso- that was the year where I first lear- learned to cook, and I sort of fell in love with cooking. **Jackson:** Mm. **Alex:** And, you know, obviously COVID, no restaurants, so I started to fall in love with the process of finding produce and going to farms and going to farmers' markets, and understanding the bare bone, the- the- the sort of essential quality of- of- of food, and how if you combine all of those things together, you know, salt, fat, acid, heat, that- that whole logic- **Jackson:** Yeah, yeah **Alex:** ... that it- it- it can create something really, really amazing. So we played a game where every Monday, Tuesday, Wednesday, Thursday, Friday, each person in the house took a different night to cook, and it became almost competitive. And I was Tuesday nights, so, like, all of a sudden it was like, I was flying in fish from Alaska and doing sushi night. Someone else was doing, like, a 24-hour roast. **Jackson:** Amazing. **Alex:** It just became, like, a game of like, "What else are we gonna do, you know, during the pandemic?" **Jackson:** Mm. **Alex:** So I think food. Also just- just watching sort of the natural process of entropy and- and sort of season change, I think it was so amazing to watch s- winter melt into spring, all that snow melt. And every... It felt like the whole mountain was, like, leaking. Every crevice was, like, gushing water and snow melt. And then all of a sudden, in like a month, you watch the flowers start to sort of, the grasses start to come back. **Jackson:** Most of us drop into mountain towns, by the way. **Alex:** Yeah, yeah. **Jackson:** We just get a tiny slice. **Alex:** Exactly, exactly. **Jackson:** Yeah. **Alex:** So I got to fall in love with, like, the trend. Like, everyone calls it mud season and you always avoid it and it's gross. But I actually was like, "Wow, this is so poetic and beautiful." **Jackson:** Oh. Huh. **Alex:** And then when the summer came, you were just so filled with gratitude to be like, "This whole thing I'm looking at is a organism." **Jackson:** Yes. **Alex:** The- the snow that was here that we were recreating on is now melted. It's filled the reservoir. That water has seeped into the earth. That has allowed for now these lush flowers and plants and- and trees and all these things to grow over the course of the summer. And- and the summer's, like, lush. It's like Switzerland over there with, like, like, you know, swimming in the lake and- and- and- and forests and flowers. And then you watch all the leaves turn red, orange, yellow, and eventually die, get barren. And then that first storm comes, and then you watch it happen again. And it's... It was such a beautiful experience. **Jackson:** Also, we're both from Southern California, for those listeners who are like, "Seasons are obvious." **Alex:** Sorry, I actually realized how, yeah, yeah. **Jackson:** But I mean, I- I don't know. I moved to New York. You- you did- **Alex:** That's so funny **Jackson:** ... something similar shortly before I did. I moved to New York a couple years ago. I'm experiencing it. But this is also, I think, a level of, a- a level of texture and richness on the seasons that is- **Alex:** Scale. **Jackson:** Yeah. **Alex:** Yeah. **Jackson:** Yeah. **Alex:** And- and then, and then I think the last thing I'd add to that is, um, I f- I was talking to, oh, Dave Morin, who spends a lot of times in, a lot of time in mountains as well, and we were kind of talking about this notion of, like, why are we happier in the mountains? **Jackson:** Mm-hmm. **Alex:** And I think it's because when you live in a place where the common denominator or revolving factor is nature or God. Let's say God, as in just the more, you know, whatever, a generalist phrase, um, where it's something not in your control.... you, everyone begins orienting around. So if anyone's ever lived in a mountain town, or you know, maybe the equivalent of lived in a beach town, you know that there's a frenetic energy in the air the night before a storm when the forecast is projecting nine inches of powder. And everyone's like- "... dinner's ending early everybody, we're going to bed." You know, it's just kind of like, and you're in the grocery store, you know, the, the afternoon of, and you're like, "Oh, storm's coming in." You know, so it's this amazing like, like way of living in tune with your environment- **Jackson:** Yeah **Alex:** ... that I think brings you so much closer to everybody around you. And then when you, that next morning when then everyone's on the hill and everyone's skiing together, so... You just realize how precious it is. Like all these things came together. **Jackson:** Yeah. **Alex:** The weather, the temperature. **Jackson:** And you're not on your own schedule, a little bit. **Alex:** Totally. **Jackson:** We, we, modern life is very much, "I'm gonna watch what I wanna watch and do what I wanna do." **Alex:** Totally. **Jackson:** "And get my food when I wi-" **Alex:** Maximum efficiency. **Jackson:** Yes. And on, on my- **Alex:** On my schedule. **Jackson:** The exact schedule I want. **Alex:** 100%. **Jackson:** Right. **Alex:** Mm-hmm. Yeah. **Jackson:** It's also, for those who don't know, the town you live in when you're near Powder is called Eden, Utah, which I think is about as telling as it gets. ## [00:47:27] Randomness & Emergence: Christopher Alexander, Jane Jacobs, and Cities **Jackson:** wanna talk a little bit about this basket of architecture and planning and cities, and some of your key inspirations. As people probably have a sense of, like I think you're a very high action-oriented person, and you've done so much in the world and you've thrown so many events and been in so many places. But I think you're also pretty influenced by theory. And there are a couple of people in particular that I thought would be fun to chat about, in that they embody so much of what I, what feels like your kind of core essence about how you think about building things. Whether it be organizations or communities or places, um, this very bottom-up, grassroots, gardening orientation. And the two people in particular are Christopher Alexander and Jane Jacobs. For a while, while you were running after FWB, you referred you referred to yourself as the Jane Jacob of, Jacobs of Dows, which was amazing. **Alex:** Back to over, bizarre overlaps. **Jackson:** Yeah, exactly. Literally, like what, what, what better example could we have? Um, Alexander, I think is, has, has this phrase that cities are like a mosaic of subcultures. **Alex:** Mm-hmm. **Jackson:** Maybe just start with cities, 'cause this will, we'll get into some of the, the digital stuff and FWB stuff too. But, I guess what is, as a very open-ended question, like what is important to you about cities and why are you so attracted to this very sort of like bottom-up, orientation for the world? At least in these types of complex systems. **Alex:** Yeah, I think the, let's see, the triangulation of like, let's call it some of these mediums of cities, events, social platforms. Like, I think all these things I'm very fascinated by building systems that allow for randomness and connection to sort of occur. So I, you know, to me it's like kind of obsession over building the apparatus or the scaffolding that allows for these sort of interactions to, to, to be facilitated. So, you know, whether it's, when we were talking about events, lighting, music, you know, the distance between the, the, the stage to the, to the, to the bar. To me, it was no different than if you're thinking about building sort of a social app, thinking about where are people congregating inside of that digital space, what is your relationship between, you know, sort of the push notification and getting pulled back? It's all the same thing, which is like- **Jackson:** Mm-hmm **Alex:** ... one person isn't controlled, or p- there's a set of the controller designing the conditions, and then the human is being put inside of that environment to essentially discover oneself and discover the environment around them. And it's through that process of discovery that I think like, that sort of joy is created- **Jackson:** Mm-hmm **Alex:** ... that creates the delightful moments when we find a really cool application we like or when we go to a really good event or a good party. And so it's all the same to me, in a way. So, architecture is the most permanent version of that, which is what is the most exciting and also daunting. Um, you know, we, Reid and I joke a lot about, uh, since he's a tech guy, he's used to being able to like push code and pull it back and manipulate it. But we're always reminding our, each other that the o- in, in architecture and real estate, if you, the only thing you can do if you, if you m- if you mess up is, is to grow ivy on something. So you can't, you can't change it. I can't, if I put the stage in the wrong place, I can't- **Jackson:** That's why there's so much ivy. **Alex:** Yeah, exactly, exactly. And so, um, you know, I think, but it's all the same. It's like, and, and so... **Jackson:** Well, if I were to try to draw any s- distinction, to me at least, architecture feels more like rules. And some of those elements you described, even in a physical environment, like a, feel more like prompts or sort of like- **Alex:** Yeah **Jackson:** ... nudges or gestures. And the closer you get to physical durability, the more they're like imposing. **Alex:** Has to be rules, yeah. **Jackson:** But that, notably, I mean, Christopher Alexander, when it comes to architects, is about as one end of the spectrum as you could possibly get. **Alex:** Yeah, totally. Um, and so yeah, I think I, I think what I, what, what draws me most to those people like Jane or, or Christopher Alexander is just this, this very humanistic, anthro- you know, anthropological, sociological approach to thinking about systems and rules. Like, they're very, they're, they're pro-human. They're pro-feeling, they're pro-emotion of just like, what, like, "Why are we drawn towards natural light hitting the side of a nook underneath a window sill?" I don't know. But like anytime it's in a house, you, you wanna sit there. **Jackson:** Yes. **Alex:** It's like you, it's, it's where you naturally sorta gravitate towards. And so I think thinking about, like, the theory side of it has always been really, really, really inspiring because, like, why not stand on the shoulders of the giants who have come before you when, when, when painting on a really, really large scale- **Jackson:** Mm-hmm **Alex:** ... or a canvas? It's like, I almost don't have time or money to make mistakes, i- like that, right? It's not something- **Jackson:** But you also don't get stuck, as someone who probably is slightly more in the tempted to get stuck in the theory. Like you are very much like, "Theory so I can do stuff." **Alex:** Yeah, totally. I'm always, I'm only theory so I can do stuff. **Jackson:** How, any, any, uh, rationalization on that? **Alex:** I'm just kind of impatient. I've always been impatient. So it's like, it's like a, what if I learn something? I almost, it's... **Jackson:** Let's b- try it. **Alex:** Let's go experimental. **Jackson:** Let's go try it. **Alex:** Mm-hmm. **Jackson:** Let's w... Why n- Yeah, exactly. Why not? I like that. ## [00:52:24] Creating a Digital Feeling of Place **Jackson:** Prior to Powder, you were the mayor/slash sort of CEO of Friends With Benefits.What goes into, which is, uh, people can look it up if they want more context. It's one of the, one of the first, if not the first crypto native social media type things, or DOWS. The big idea though, it was an attempt to create a place on the internet, a digital place that had some sense of feeling and weight. And obviously I think many people who have experienced Fest got to experience the digital shelling point turned into a physical space, which was cool. But lingering on the digital part for a second, like in hindsight maybe especially, like what actually goes into creating something digital that can have some of the great elements of what a physical place might have? **Alex:** Mm-hmm. Yeah. Um, I mean, I think a lot of it is just when thinking about sort of a digital environment, like we kept coming back to this theory of like, you know, the strength of the collective is sort of defined by the strength of the one-to-one connections between the people. So like often in user experience design, like how can you facilitate more one-on-one connections? How can you increase the rate of chat or DM between different sort of users inside of an environment? Because if you're presuming that A and B are now going offline to meet and talk and build a relationship, that they're gonna come back and sort of further strengthen that, that larger collective piece. **Jackson:** Right. **Alex:** I think- **Jackson:** Just like a great party is good at prompting people to talk to each other. **Alex:** The, uh, the best parties are when you are having an amazing hallway conversation with somebody and then you pop back into the main space and there's like this great collective moment. **Jackson:** Yeah. **Alex:** And, you know, I think of, um, I think why concerts are sort of... Think of just like, I don't know, let's go back to, I don't know, the ancient Greek Coliseum and the sort of all eyes on one performer or... I think that is a very humanistic trait of like a collective attention concentrating on one person orating or speaking or performing or singing or, or broadcasting to a wider group of people. So I think like to me, that moment where you have in the digital space where everyone's sort of tuned in to one moment. **Jackson:** Mm-hmm. **Alex:** It's like, why are we so up- why is X so entertaining sometimes? 'Cause when, when, when- **Jackson:** Go watch Speed in China on Twitch and you, yeah, yeah, we're all- **Alex:** Exactly **Jackson:** ... part of some, some moment happening. **Alex:** We're, we're a part of some moment together. **Jackson:** Yeah. **Alex:** Back to that sense of sort of belonging. So it's all this... I mean, it's like, not to get too woo-woo, but it's all, all of it boils back down to I think people are seeking belonging, community, being a part of something bigger than themselves. Tech platforms to accelerate that feeling. Events create that, you know, in sort of a higher fidelity because we are still in meet space and we are still like, have sensory experiences that can't fully be translated yet through digital environments. And, and I think the ultimate, my ultimate north star in life is, is to seek and produce and create and to be among those sorts of moments and those experiences, if that makes sense. ## [00:55:15] Network States and New Cities **Jackson:** One of the ideas that I don't think is really that close to FWB but is at least adjacent, and people in crypto have certainly been interested in this, internet broadly, is this idea of like, can we take these digital things and actually produce much more substantial, whether it be a network state or an emergent city or a sort of hybrid physical digital city? There are different variations of people trying this now, and there are lots of components in that. There's, can you build an economy? Can you have the cultural production? Can you have the physical part of it? Any broad thoughts, especially maybe with the hindsight of FWB, about these things and maybe what the biggest hurdles for them are? **Alex:** Mm-hmm. Yeah. I'm relatively pessimistic on like the sort of network states, if you will, or network states or these sort of broader things. I think it's incredibly aspirational and exciting and I'm all in on it theoretically and conceptually. And, um, what was that one that Toby went to that we were talking about? **Jackson:** Yeah, Edge Esmerelda. **Alex:** Yeah. And like I was, I was talking to him and like, or like the guy who started that, and I found that to be one of the most interesting apparatuses for it, but I still- **Jackson:** And there, for context, there's Esmerelda, which is Devin Zweigil. **Alex:** Ed City. Yes. **Jackson:** Zweigil, which is specifically Esmerelda. And then Ed City is doing this all over the world but they're doing one a quarter. **Alex:** Yes. Is the network. Yeah, correct. Correct. **Jackson:** Yeah. **Alex:** And so I think those are really inspiring models, and I think that might be a model that actually sounds incredibly sound. I think the pitfalls are it needs to be a lot more... There l- there needs to be a lot more diversity and porousness of entry and exit. And I think when, when, when it becomes too- **Jackson:** Don't cities... What about friction, though? Like my, my instinct would be that if anything, part of what they need to do is to instill more friction, both to get there and to... And granted, like Esmerelda was a month, FWB Fest is a, or Burning Man are a week or a f- a weekend. But they're, to me it feels in part that a huge part of what makes it meaningful is actually that it's not like a thing happening in New York City. Like it actually requires... And so I'm sympathetic to the porousness point and certainly the diversity point, but like, it does feel like you e- you need... It helps that even Powder Mountain is like a little off the beaten path. [laughs] **Alex:** Yeah. So sorry, maybe we're talking about two things. **Jackson:** Okay. **Alex:** I think, I think there's the, um, let's call it the temporary event model that I think is like the Edge City model. **Jackson:** Right. **Alex:** And that it's temporary. Temporary can be anywhere from a three-day festival to a four-month-long experiment. I'm totally, for that, I'm fully aligned at friction add value. **Jackson:** Got it. Got it. Got it. **Alex:** I, I think in talking more about, I guess I was using an example like Dryden's Praxis thing and thinking about like, oh, we're gonna create a permanent place. **Jackson:** Yeah. **Alex:** I think that needs, to some extent, some friction. **Jackson:** Mm-hmm. **Alex:** But I think you need to find a way to increase a lot more diversity and stratification. And frankly, you need a mosaic of subcultures. You need diversity in experience. If it's, if it's everyone from Times Square hanging out in Greece, it's just not gonna last very long. And so- **Jackson:** Which means you probably also have to tolerate some people coming and going. **Alex:** That's right. You need to build in that- **Jackson:** That makes sense **Alex:** ... you need, you need that, uh, a flexible immigration policy. **Jackson:** Mm-hmm. **Alex:** And so I think, uh, I think, but for, I think for the temporary thing where you're actually trying to hold people for a focused amount of time, yeah, you actually want I think some level of friction, right? **Jackson:** Mm-hmm. **Alex:** Um, Powder definitely being that. It's, it's kind of off the beaten path. There's a whole private ski club component to it where we're indoctrinating sort of rituals and values and community. And there's a whole business, there's a, there's a very explicit business model around that that includes essentially it's a country club, right? It's a, it's a high membership fee, high initiation fee, tied to real estate that you buy and you're only doing 650...... home sites, so it'll be a 650 family community forever. So that- that'll be, uh, you know, in- in our premium neighborhood. **Jackson:** Right. **Alex:** And then we're building hotels and- **Jackson:** By the way, it's adjacent to Eden and the other parts of Ogden. **Alex:** All these other areas, and that to me... So that highly porous- **Jackson:** That's the mosaic **Alex:** ... highly porous, highly... And then, and then on the private side, highly, you know, high intensity friction. **Jackson:** Makes sense. **Alex:** And then that's- that's at least how the- we anticipate the two to interact. So, yeah, I guess to your point of what would your reservations be around those sorts of models, I think... **Jackson:** Or even just things that they should have in mind. Not even necessarily reservations- **Alex:** Yeah **Jackson:** ... just hurdles that they're gonna have to figure out. **Alex:** Yeah. Hurdles that they're gonna have to figure out I also think are around... Yeah, how do you introduce enough diversity of thought and activity and experience and create that sort of range, but also how do you create a s- back to a why, how do you create a strong enough why that everyone there can- can quickly, memetically share, "Here's why we're here"? Right, right, beyond just- **Jackson:** And those two things are sort of inten- **Alex:** Totally. **Jackson:** You think about it like the US, US is a great example of this early on, it's like a very, very clear unifying why that also is sort of like you can be whoever you want. And those things, if you pull it off, are amazing together, but they're kind of intentioned- **Alex:** Totally **Jackson:** ... definitionally. **Alex:** So let's call a cult high why- **Jackson:** Right **Alex:** ... low range of activities- **Jackson:** Right, right, right **Alex:** ... which is why there's a scaling problem, Dunbar past 150- ... whatever. **Jackson:** Yeah, yeah. **Alex:** And then- and then, you know, beyond cult, post-cult, like, if you- you go to a- a true establishment of a new... A settler establishing a new town, it's like you need to make it porous- ... and you need to have a freedom of entry and exit, I think. **Jackson:** Yeah. **Alex:** And- and then you need to have a strong sort of economic reason- **Jackson:** To stick around **Alex:** ... to stick around. How are you contributing beyond the vibes? Like what- what is post-vibes? What is the like- **Jackson:** Right **Alex:** ... "Oh, I'm generating a unique opportunity here." **Jackson:** Right. Or- or now we live in this sort of remote work world and it's gotta be some- some other reason to stick around, some other reason for- for- for meaning to exist there. That's- **Alex:** Totally. **Jackson:** Which could be... Yeah. ## [01:00:42] "Community" **Jackson:** another huge part of so much of what you've done is community, and community is a word that sometimes, like, almost feels completely empty nowadays. **Alex:** Yeah. **Jackson:** And I think part of that tension is maybe the delineation between community and brand in some of those questions, and I- I don't wanna get into that. But maybe just to start, like, any sense of, or an attempt to sort of try to describe what community is and- and how... What core things you think go into building it. You've built communities in very tangible ways, whether it be at USC, obviously at Summit. You built a digital community that became physical with- with FWB and now you're very much thinking about community in the broader kind of ecosystem around Powder. **Alex:** Yeah. Um, I mean, to me, community is just a really strong shared sense of- of beliefs, vernacular, ideology, where if you were to interact with another person from within that network or within that community somewhere else in the world, there's a high sense of belonging and intimacy and safety that can immediately be sort of established with that person. **Jackson:** Mm. **Alex:** So to me, like... Oh, you know, I have a really good example. Last- last week I was in this random bar in Milan. I was catching up with a friend. She asked me, uh... You know, we- we were just getting to know each other and she was like, "Where'd you grow up?" And I was like, "Claremont, California." And then literally the bartender looks at me and goes, "What the hell? I grew up in Claremont, California." And I was like, "What?" And we both were like... He's- he's like, "Where?" He's like, "I grew up on Indian Hill." I was like, "Oh my God, I grew up on Baseline." And all of a sudden we're like, "Blah, blah, blah, blah. Oh, did you go to 42nd and Bagel Street?" **Jackson:** Mm. **Alex:** Like, vernacular language- **Jackson:** Right, right **Alex:** ... symbol. And we were just like going so deep- **Jackson:** Right **Alex:** ... to the point where my friend was like, "I'm gonna let you guys catch up for a little bit-" "... and I'll be right back." And- and I felt like in that rare moment, the world shrunk. **Jackson:** Yes. **Alex:** And we were halfway around the world. I don't even know this person. He doesn't even know me. **Jackson:** Right. **Alex:** And we just had so much... We just understood each other so deeply and we saw each other that I think to- to me, community is the ability to tap into that feeling wherever you are. **Jackson:** This tribal identity sort of- **Alex:** This tribal identity, yeah. This- this notion that as you... I think why FWB was so resonant is that it's like especially at the peak of sort of whatever crypto culture, was like crypto's a very isolating community. It's intense. **Jackson:** Mm. **Alex:** There's bad PR, it's laden with bad PR and bad vibes, and you're a scammer if you work in crypto, and sort of... But- but- and you're... And- and it wasn't, like, cool, whatever cool means. **Jackson:** Right. **Alex:** But then as you move through that- that c- that culture and that world and then if you interacted with somebody who was also in it for the benefits, you had a... There was this fundamental assumption that they were different- **Jackson:** Yes **Alex:** ... that- that they were also a real person in- in- in a cultural sector. And- and that immediately created this sense of like, oh, we're both like... We're straddling this weird Venn diagram of like- **Jackson:** Right **Alex:** ... we're really interested in technology and new modes of technology, but we also can talk about like, "Oh, did you hear that new album that came out?" Da-da-da-da-da. Right? So it's kinda this like... It's kinda this like transgression that allows for you to f- Those types of moments that make the world feel smaller. And so I think that's ultimately what, um, what I seek to sort of like try to facilitate, if that makes sense. **Jackson:** Yeah. Crypto also can be very tribal at a global level, especially when it's working. But like any time, one, it's not working, or two, you just get like two or three clicks beneath the surface, there's a little bit of a sense of like, where are the subcultures? And I think after- **Alex:** Totally **Jackson:** ... you feel that a lot. What about like building? 'Cause obviously one of the reasons the word is sort of loaded now is that people are commercially trying to build community. **Alex:** Yes. **Jackson:** And not even in always horrible ways, but brands are trying to build communities. In your guys' case, you literally set out to build a community. And granted, I think you did it in a lot of bottom up ways, but it was very deliberate. And I have to contrast that with the first example you gave, which is like the emergent community that anyone's gonna feel with like where they grow up. Are there ways to intentionally build community that still hold on to this sort of... I don't know if it's authenticity or if it's just a certain quality or like... Like, if it's totally deliberate, does it not work? **Alex:** So, I think we're just overthinking it. **Jackson:** Okay. **Alex:** You know what I mean? I- I think community is like, if you were to ask someone 500 years ago, who would just- they wouldn't be calling it community in the way we've sort of, like- **Jackson:** Right **Alex:** ... branded it as like a... Like, they would just be like, "Yeah, I had 10 people over for dinner because they are my friends." Right? **Jackson:** Mm-hmm. **Alex:** So, I think of it as, like, perhaps there's some factor of, of we're overcomplicating it, and that is one. I think second, ultimately like, yes, there are, I think, like... The ultimate question is just, like, at what point does the authenticity around community building break when, like, capital or commerce enters the equation, and it becomes too clearly exploitative or too clearly like one side is profiting over the other? Whoever's sort of creating that, you know, that unequal dynamic. And so, to me, my take in- **Jackson:** Mm-hmm **Alex:** ... how do you actually create sustainable communities, or at least where do I think the future of whatever, the community... Let's just say, where do I think the future of the community business model is going? **Jackson:** Yeah, yeah, yeah. **Alex:** Is, I think, like, you know, I'm watching the whole new next gen of- of- of membership clubs pop up. Living Room in LA, WSA in New York, Cipriani, Chez Margaux, whatever. They're all coming up again, of like SVB, Soho House, NOIA House was sort of era one, it felt like in this- and this is very US take. And then now, we're sort of watching this next gen come up, and the ones that are the most interesting to me are the ones that are tied to a very explicit utilitarian function or purpose, or a very, like, lifestyle, niche-oriented way of living. **Jackson:** Mm-hmm. **Alex:** So, two examples. One, I think WSA, what they're doing in New York is super fascinating, where they're tying office space to that sense of identity and community, but in a way that is, like, way more strategic than WeWork, where it's not like a floating desk, but it's like you get a corner office in this old AIG building that they renovated with great design, and everyone there's sort of a creative. And you get a little, small cubicle, effectively, but the furniture in there is USM. They've got great design, and you're in there, and you feel like it's a luxe premium service. **Jackson:** Right. It's also built on something very tangible, which is like, "I actually need office space." **Alex:** 100%. So, when I pay the rent, I'm- I'm meeting... I'm- I'm happily contributing to an exchange of goods. **Jackson:** Right, right. **Alex:** And then, I get- **Jackson:** Back to c- c- commerce and culture, by the way. **Alex:** And then, I get the community component on top of it- **Jackson:** Right **Alex:** ... that is all upside, and it feels authentic. I'm here to work. **Jackson:** Right, right. **Alex:** I'm not here to, like, seek community 'cause there's always gonna be this kind of Groucho Marx, "I never want to be at the club that'll have me." That whole dynamic. **Jackson:** For sure. **Alex:** And so, I think that's on the utilitarian side. **Jackson:** Right. **Alex:** I think on the, um, on the lifestyle specificity side, you've got things like Remedy Place, where it's really focused around health and wellness. And- **Jackson:** This is the, like, upscale spa? **Alex:** Yeah, exactly. To, you know, I think... What- what was it? Atomic Cloud's, like, car club thing, where it's all around, like... Or my buddy's starting one in Park City called Warehouse, where it's, like, all luxury cars that you get to store in the warehouse. So, that's like a full utilitarian need, where you're paying rent to store your high-end vehicle. But then, there's like a members' club in a bar above the warehouse of the- the- the- the car garage, and then everyone does coordinated drives every other weekend, so they get to talk about a shared interest they have. And so, there's real depth to it, and I would honestly put Powder in something similar, where no one's joining us if they don't like to ski. Skiing is the fundamental reason of- of joining. **Jackson:** Right. **Alex:** So, uh, I think, to me, it's really like, what is the future of this community model, these community businesses, is I think this shared interest, true utilitarian thing. Because my take is that, over time, there will be this, like, full race to the bottom zero of, like, there's going to be a real scaling issue of, like, how many members' clubs do I want to be a part of, just because it's a reservation. I don't know **Jackson:** And every time one gets big enough, it's no longer interesting. **Alex:** Cool, and then it moves on to the next one. Right. ## [01:08:27] Organic Leadership Opportunities, Partnership, and Trust **Jackson:** I also want to talk about leadership. I think one way into talking about this would be that you've had a pattern of sort of finding people who have ambitious visions that are pretty fuzzy, but there's like some kind of seed or ignition. And you... I think you both come in- in... Like, there's- there's certainly a- a template for, like, bringing somebody to operationalize it. That's kind of you. You are kind of arms and legs, but you're also very much typically coming in as, like, a creative visionary or collaborator. You've done this with Reid. Obviously, most recently, you took what was effectively, like, a Discord server with Trevor in FWB and turned it into this very thing that was full of life. And then, obviously, you came into Summit as well, that had a whole bunch of stuff it had done, and- and- and got to put your fingerprints on it. Is there a reason you think you're attracted to these types of things? **Alex:** These types of leaders, you mean, or- **Jackson:** Uh, like, specifically, it's like you're coming in when there's, like, a little bit of something, and it's not totally clear what this is. And the person behind it wants to... There's like an ambitious vision there, but it's, like, kind of fuzzy. And most people either are like, "I'm gonna do my thing. I don't care what anybody else thinks." Or, like, "I'm gonna join something that's working." **Alex:** Hmm. **Jackson:** And you're like, you're this really great. You're like this kerosene that, like- ... that pours onto a thing that... I don't know. I was in FTB when it first started, and it was not- **Alex:** Yeah **Jackson:** ... it was interesting, but not really that substantive. **Alex:** Yeah. **Jackson:** Um, and obviously, Reid, I think, was interested in this project, but it seemed, to me at least, in some part, meeting you was a- a kindling for this to become something real. **Alex:** Yeah. I'm highly generative, and I- and I- and I'm a people person. So, like, I don't- I don't think I'd ever be the solo founder. Too boring for me. So, like, I- I love partnership. I love- I love being able to call somebody and punch through an idea. **Jackson:** Yeah, yeah, yeah. **Alex:** I like winning together. I like losing together. I like that whole process of it. And I think... You know, in college, I had, like, a brief stint as, like, a music manager. And in that process, I would always say I loved... My favorite thing about it was I loved being behind the stage, behind the curtain, watching the- the- the- the- the talent or the, you know, the artist do their thing. And I, my fulfillment was feeling like I helped make this happen. **Jackson:** Right. **Alex:** I produced the conditions for this to happen. I'm so happy I'm not on the stage.... doing this. **Jackson:** I think you are not only producing the conditions for it to happen, but you're also, I think, very good at making the person believe it can't happen. **Alex:** Yeah, and I'm, and- and that's back to the generative thing. I'm very, like, I like to inspire and poke and push and prod. And so, I think that early on was, like, I loved that behind the scenes kinda nature of it, almost, to an extent. **Jackson:** Mm-hmm. **Alex:** And then yeah, so then I think through that, I guess you are right in reflecting that. I- I- I have liked partnership and- and- and it's fun entering into kinda that zone where it's, I think it's one of the most amazing, intimate, generative things you can do with somebody is to build... I don't wanna say build a business. Build a thing. **Jackson:** Link and build, baby. **Alex:** Yeah. Link and build. It's, it's so fun. It's- it's, I think, you know, it can be even more... It's different than a relation- a romantic relationship. **Jackson:** Right. **Alex:** But it can be really, like, you get to watch this thing actually exist in the world and have market forces- ... react to it. It's different than, like, building a family with somebody. **Jackson:** Right. **Alex:** Yeah. **Jackson:** You've done a lot of, like, learning on the fly, especially in these contexts. And in particular, usually learning on the fly that requires also, like, getting some amount of existing people's buy-in. So, with- again, with Summit certainly, you ended up, ended even becoming, like, I think, interim CEO and president of Summit at one point, with a whole lot of five years of history. You come into FWB, there's a bunch of people with Discord, there's not that much organization. Read, again, new relationship, and then also all the history of Powder. And so, you're like, you're coming in, you're both learning really fast and quickly building credibility or trust. **Alex:** Hmm. **Jackson:** Is that something that you, it's just a product of- of agency and competence? Or is that something you're kind of conscious of? **Alex:** Building trust quickly? **Jackson:** Yeah, I mean, that- that, I guess I'm trying to combine two things here, which is a mix of learning really fast, and building trust while you learn really fast. Which maybe- maybe those two things inherently are reflexive. They- they inform each other. But... **Alex:** Yeah, I mean, I think high-trust organizations are, like, I think the key and the only way to success. And so, I- I've always been very drawn to facilitating as much trust as quickly as sort of possible between people, and that- that- **Jackson:** You almost have to, like, win over people from day one. When you come in as, to, uh, FWB as the mayor/CEO of this thing that doesn't really have a leader, it's like, there's like, "I'm gonna start a new job and I'm gonna learn really fast," that's fine. Or there's like, there's an organization that has trust. But you're basically, like, coming in, "I have to learn what this place is," and then win trust as quickly as possible, or things are gonna break. **Alex:** Oh, I see. Yeah. Yeah, yeah, yeah. No, I think that's- that's a valid observation. I think maybe, you know, I feel like I've weirdly been doing that my whole life, which is just like, I've been, you know, I grew up in a very small private school for K through eighth grade. And then I transferred to a huge public school, and I quite quickly had to, like, find my own and find my voice and win over trust, if you will. **Jackson:** Yeah. **Alex:** And by, you know, whatever, senior year, it was sort of prom court thing. You know, it was like, it was like winning trust. **Jackson:** You quickly end up a leader- **Alex:** Accelerating, yeah **Jackson:** ... after end- entering a new context. **Alex:** Yeah. **Jackson:** Overwhelming, it keeps happening. **Alex:** Yeah. Yeah. I think, I think that's a super valid observation, and I think it's same for even in university, right? With the radio station and lot, like, all those things were, became organic leadership opportunities. I'm not- **Jackson:** Right. Right. **Alex:** You know, some might say I'm, like, power hungry. **Jackson:** No. **Alex:** I think I- I- in, I like power because I like making decisions that impact things. But I don't think I'm seeking anything purely for power for power's sake. It's more so I like to lead and make decisions and get a group of people working together in the same direction. Like, that's a very motivating, fulfilling feeling of mine. **Jackson:** Yes. **Alex:** Is- is- is- is achieving results together as a group. And so, I think over time, it's just been learning how to perhaps create the conditions for high trust to occur for a relatively new leader to enter. And so, to me, I think that's a mix of having really, really high EQ, and sort of sitting down with all the different stakeholders and people, and quickly, like... And then second, I think it's also just having a really good idea. Like, I, you know, not to be too, like- **Jackson:** Yeah, yeah. **Alex:** Not to be too reductive. But like, if you can come in and have a good idea and communicate that really good idea and get people behind that idea, and then quickly validate it, it's almost like, well, we might as well follow it because... 'Cause I actually think most people wanna follow, it's just fun. **Jackson:** Especially if there isn't a lot of clarity of vision. **Alex:** Totally. **Jackson:** It's this all, it's like a zipper. It just like, or it's like gravity with the poles. **Alex:** Yeah. ## [01:15:12] Focused Leadership and The Power of Memetic Language **Alex:** It's about, I think it's about taking... Something I've always enjoyed doing is taking really complex ideas, distilling them into really core, basic, fundamental visions, and then communicating that out. And so, like, I'll- I'll- I'll, you know, one thing we're constantly doing at Powder and the exercise Reid and I are always doing is, it's so easy to quickly become like, "Oh, we're this luxury ski destination, and we're gonna, and we're doing art, and then we're gonna do architecture, and then we're gonna do longevity and wellness, and then we're gonna do music, and then we're gonna do food, and get Massimo Bottura to fly in and do..." And you're kinda like, you're now like, if you become everything, you become nothing. And like, I remember having this argument a lot at FWB over and over, 'cause it was probably the hardest organization I've ever had to lead because of its sort of, like, headless nature. And it was a community, and it was tr- a dow, and we were- **Jackson:** Everyone has an opinion. **Alex:** Everyone has an opinion. You kinda, you had to listen to it, and it was part of the, almost part of the LARP- **Jackson:** Right. **Alex:** ... was to listen to it. **Jackson:** Right. **Alex:** Um- ... but I would say that, like, what was really interesting to, you know, in- in- in the exercise Reid and I are going through now is we're like, no, no, we actually need to like really focus. Powder Mountain is about art and skiing. Again, we are really trying to own that category and that Venn diagram. And then back to the, like, trust and creating that environment, it's good, great. So, now our job is to really communicate that over and over and over to as many people as possible, to the point where that becomes a very clear identity as to why, like sort of an organizational fabric. So, one of the things that I find, I found super valuable and one of the coolest learning opportunities I had, uh, working with Reid on Powder was, like, brainstorming with him early on on- on creating the company values. And I remember thinking, like, you know, you all read about HBS or MBA sort of company values and authenticity, integrity, respect, you know, whatever. But Reid's take was always like-... you, like if you do throw away words, it's gonna be throwaway values and it doesn't actually mean anything. And he was like, instead like, "Can we come up with really sticky, specific, authentic words that when you lo- when, when you speak them, it feels very, very visceral and authentic to the culture-" **Jackson:** And opinionated **Alex:** ... and opinionated. No, exactly, and be very, very opinionated. And so, you know, at Powder, we kinda quickly arrived on this notion of like, okay, at Powder Mountain, you know, we are big-hearted champions who pick up the trash. And we created each of those, you know, big-hearted was one. We specifically chose that word to be like, cool, we wanna be a passionate place, this is a ski town. Reed- Reed's explicit about like, it's not a Silicon Valley tech company of like, win at all costs. It's about love, it's about passion for the mountains. But then champion as in like, we all wanna be on a winning team, so it's not about like, well, this person isn't doing their job, but we like them so let's keep them. It's like, if they're not executing, then, then they're probably not a good fit. But to, but to still marry that with the compassion. And then to sort of pick up the trash is then like, well, we also take care of the place that we're in, and if you see trash, pick it up. And, and it was really interesting to kinda go through that exercise. Then to now roll that out, right, that's like literally printed on the onboarding brochure for e- And remember, this isn't like, a 20-person startup. This is like a 700-person ski resort with empl- seasonal employees that are J-1s that come in from Peru. And like, like, you're like, how do you most memetically train a company value- **Jackson:** Yes, yes **Alex:** ... to somebody who's never read a corporate values book. So when you- **Jackson:** And they're gonna remember one sentence. **Alex:** One thing. **Jackson:** Yeah. **Alex:** And now, it's like, it's like a whole vernacular. **Jackson:** Yeah. **Alex:** Or like, we're, we're all in these email threads where someone's like, "Marissa, great job on being a big-hearted champion when you did this." And it's like, it's cool to see people... So, so I, I share all that as in like, that's an example to me of like, how over time, you can actually s- use language to kinda scale, trust, and scale leadership. Because introducing that has already done, done, done, done huge wonders for the team. **Jackson:** There's something too, around, obviously like, some of this goes back to like, the Jane Jacobs or Christopher Alexander stuff of like, top-down leadership and bottom-up leadership. And inside of anything that isn't... And, and granted, I think people have talked about this, like there are definitely areas of leadership where it should feel almost dictatorial. But to the extent you're doing any of the more bottom-up leadership and empowering people, it is... One of the things that's been cool about the AI stuff is it feels like such a good metaphor for communication, of just like, now that everyone's very self-aware about prompting computers all the time, we prompt people too. Like, big-hearted champions who take out the trash is a system prompt that you basically want running in 700 minds that, again, needs more spe- specifics in different context, but is like really, really powerful. In some sense, you've, you've also like, played with scale in interesting ways. And whether it be, again, 700 people working on a mountain or a bunch of people in a Discord who all have different ideas of whatever this, is this a brand, is it a community- **Alex:** Right, right **Jackson:** ... is it a coin? This type of thinking is really empowering. 'Cause by the way, every single person is gonna have a slightly different interpretation of big-hearted champion or whatever, but it's a container to fill and also put themself into, which I think is, is very cool. ## [01:20:02] Learning from Reed Hastings as a Leader **Jackson:** We have talked a- around him. Uh, Reed Hastings is a pretty notable person in the world, who's written actually on leadership and is like, people know things about him. But I'm curious if there's anything that's either less obvious to the world, or just that has really stood out to you about what him, what makes him special and what in particular you have learned from him about leadership? **Alex:** Hmm. Yeah, he's a real force of nature. He's, he's obsessed with building, building things. So that's, that, that, that, that one's become really interesting to watch. He's so, he covers so much ground. You know, I always joke like, if it was a month early or a month late, he wouldn't have done Powder. It was just like, like, uh, uh, he, it's less about ski resorts, it's less about skiing. Like, he obviously loves like, skiing, but he's not... It was really a like, he moves through the world as identifying problems to solve, that's like- **Jackson:** Mm-hmm **Alex:** ... as fundamental it is- as it is. So, on any given day, Powder Mountain is his problem to solve for the day, or it's- ... or it's Rwandan s- it's breaking up the telecoms monopoly in East Congo is one thing he's been working on, to- **Jackson:** Right **Alex:** ... Netflix, to, you know, he's just kinda moving from thing to thing, and he likes to solve problems. So that, that kind of like globalist take is really, really interesting. Like, he was, he was, he was pretty involved early on in like, you know, pushing the Democratic Party to get Biden to step down. Like, he was, he's very, just when he sees problems, he likes to jump in and solve. Leadership styles, um... **Jackson:** Or even just like, things about leadership that you have learned implicitly or explicitly. **Alex:** Yeah. Um, he's one of the best communicators I've ev- I mean, I've ever worked with, hands down. He is super, super explicit about what he's trying to communicate to you or to the team or to the company or to a group of people. And so, what I mean by that is he'll often tell you, when he's talking about a complex decision or a scenario, he'll often say, "This is what success looks like in the outcome of this decision." And then he will, in equal amount of detail, talk about what failure looks like in that decision. **Jackson:** Mm-hmm. **Alex:** And then sometimes, he'll even talk about what the gray area in between looks like. **Jackson:** Wow. **Alex:** In detail. And so then, when you leave that meeting- **Jackson:** Here's a really clear map **Alex:** ... he's like, "This is failure, this is success, this is in between," to like seven people in a room. So you're like, there is no misunderstanding of what failure is. **Jackson:** Mm-hmm, mm-hmm. **Alex:** So let's make sure we get as far the fuck away from that, and we get as close to success as possible. **Jackson:** Right. **Alex:** So like, I now have started to use that in most of my communication in, in, in, you know, to my teams, in that like, it's super helpful to just be really, really explicit about, "Hey, I wanna share, this is a concern I have, this is what I think success looks like, here's what I think failure looks like." And like, "Do we all ag-, do we all agree that these are the two options? And so what can we do to mitigate, you know, the, the sort of, the, the latter?" So I think commu- concise sort of communication. And then I think he's, he's, he's, uh, taught me a lot about, or what I've observed a lot about, he's such a good-... capitalist. And I say capitalist as in he really understands pricing and economics, and so like, his ability to sort of look at a, a macro industry, develop the business strategy without like, he's never written a business plan. He's just- **Jackson:** It's almost an intuition. **Alex:** It's an intuition and understanding, "Oh, here's the market forces, here's the industry, here's how it's growing," to then being like, "Cool, here's how we're gonna arrive at pricing." He had a really great kind of saying where he was like, "Pricing, finding the right price is finding just that right amount where the consumer is willing to pay for it, and taking them to their edge of pains..." Capitalist. **Jackson:** Mm. **Alex:** But taking it to their edge of pain where they're willing to pay for it, and they're still have a high NPS score, and they'll still come back. **Jackson:** Right. **Alex:** So he says the example to that is if you gave away the product for free, your NPS score would be perfect. So he's like, so he's like, that's not it. You know, like, that's not, it's about- **Jackson:** Right. **Alex:** It's about pricing and it's about, it's about NPS. So then he's like, it's, pricing is about find, efficient pricing is about finding that perfect combination. **Jackson:** Mm-hmm. **Alex:** And I remember he told me this story right after we had this whole debate about raising prices for our, um, season passes. And, you know, prices is, in ski towns is always a lot of drama, and you're, you're pricing out locals, and it's filled with emotion, and you get all these comments and emails and letters about... So, I remember I, you know, and I run marketing, so I was the guy essentially implementing and communicating the pricing change. And I was like, so worked up about it. And he, he tells me this quote about like, pricing. And then, and then I remember thinking like, "You don't like, you don't get it." Blah, blah, blah. And then I was on the, I was on the ski lift riding up one day with this old guy, and we changed our, uh, senior pass, our senior season pass pricing from, um, it used to be $80 a year, which shows how poorly designed it was, to the average industry season pass is like $1,400. So it used to be $80. We moved it up to $800. So it's still half of what the industry is, but we were like- **Jackson:** About a 10X **Alex:** But 10X. And I was on the lift with this 70 plus guy, and I was like, he didn't know who I was. I wasn't wearing my uniform. And I was just like, "Oh, like, how's it going? What do you think about Powder?" He was kinda grumbling, and he was like, "Well, they raised the prices of the season passes for me, and I'm a senior. And it used to be 80 bucks." And I'm like, "Oh, man." Like, I'm, he was like really upset. And then I was like, "I'm so sorry. Are you gonna go, are you gonna like, renew? Are you gonna go, you're probably gonna go ski somewhere else, right?" He was like, "No, I renewed." "Love Powder Mountain." And then he skied off. And I remember thinking like, that's real. **Jackson:** Huh. That's a lot of, yeah. **Alex:** That, you know what I mean? **Jackson:** That's tension, by the way. Yeah. **Alex:** Yeah, that's the tension you're trying to seek. Where then if you can get someone like that to then renew every year and still love it because you found that right... You know, obviously you can't charge them $4,000, but it's- **Jackson:** Right. **Alex:** If you find that right pricing equilibrium where the NPS score is still high, but they're willing to pay, and, and you know, Netflix is sort of the king of that, of exploring 24.99, and 26.99. Like, where does that go? **Jackson:** Right. And by the way, what does price do? What does price changes allow us to do more? Like.. **Alex:** Exactly. **Jackson:** Obviously like, pe- some, some person might find this podcast and be like, "Ah, these guys suck. They're just trying to gouge me." But it's like, okay, we're trying to do something kind of... This goes back to the very top of the conversation of like, culture and commerce together. Any of these things, like how do you actually... It's a set of trade-offs, but Netflix has been able to do a lot in part because they raise prices. **Alex:** Correct. **Jackson:** Um, yeah, it's a, it's, it's, it's fun to sit in that tension. And, and like, even just going back to the other thing, like, being able... I found that some of the wisest, the most compelling people are just really good at holding ambiguity in gray areas. **Alex:** Mm. **Jackson:** And like, not needing to like rotate super hard to one conclusion really fast, and then them just kind of sit with it. My last thing on Reid is there's an incredible quote in this New York Times profile on, I think that the title is, Is That A James Drologist Skiing By? Where Reid says, "Alex is the visionary and I'm the banker." Uh, what has it been like to have that kind of trust and empowerment from Mr. Hastings? **Alex:** Yeah, it's been really, it's been really, uh, I have a lot of gratitude towards him, and it's been really fulfilling. I think he's such an exceptional leader in that he's really not detail... Like, he's really not like, micromanaging. And it, I truly feel like I'm, you know, to an extent, like a partner working with him on it. And yeah, to see that sort of like public external validation is really rewarding and fulfilling. But yeah, I would say it's, it's really, it's really, it's really a unique dynamic. And we both are teaching each other a lot. Obviously he's teaching me so much about business and leadership and in-intuition and decision making. And then to an extent I'm teaching him more like implicit things around like, we're both going through this journey of, of discovering and building a place that, you know, we hopefully will spend time in forever and, and continue to sort of add memories to. So it's this, you know, it's funny, we, um, he just went on like a week long silent meditation retreat. Uh, I was telling you the, the week all of Trump's tariff stuff's were going off, so I was like, "Well, I wonder what he's thinking." I mean, obviously he had no contact to the outside world. But, uh, when he got back, we were catching up and I s- I asked him, "What was one thing you grew more conviction around while you were there?" **Jackson:** Mm. **Alex:** "And what's one thing you grew less conviction around?" Whether it's personal or professional, whatever. And he was actually saying his main thing he grew more conviction around was he wanted to be even more involved in the artistic expression and the creation and learning about art and learning about adding to the beauty of the place, 'cause that's sort of been effectively my role 'cause I oversee like, art, architecture, design, urban planning, the storytelling of it. Like, I'm kind of the soft feel, you could say. **Jackson:** Right, right. **Alex:** And he's the like, business, finance, strategy, order of operations. And so he's actually like, "Oh, I wanna learn more about the former," which I thought was really inspiring as someone who doesn't, you know, he wouldn't say he has like a ton of aesthetic preference. You know, he's just, he's v- he wears the same... **Jackson:** That stuff is also about, in many ways about like, just intimacy with it, or like exposure to it. **Alex:** It's inti- it's, it's intimacy and exposure, and I think it's, I think what he probably realized is it's, it will lead to a deeper connection of purpose. **Jackson:** Yes. **Alex:** He will, he will be happier... **Jackson:** Right **Alex:** ... with the investment of his time. **Jackson:** Right. **Alex:** It's not about the money for him. It's about the time. **Jackson:** Right. **Alex:** When, if in 10 years he gets to walk around with his family and be like, "Oh, I helped make that deci- or I weighed in on that decision." **Jackson:** Yeah, or even, "Here's why we made the decision." **Alex:** Yeah, exactly. **Jackson:** ... ## [01:29:09] Getting into Rooms and Finding Serendipity **Jackson:** a couple of questions about, like, career arc stuff. To start, I- I bel- it's possible I have this wrong, but I believe you and I met while I was sitting in a golf cart waiting outside of an auditorium at USC to drive Mark Cuban across campus. And you talked me into letting you on the cart so you could talk to him about something, while a flock of other students literally, like, ran behind us. Which is an amazing Alex Zhang story, in part because it represents something that I've always been... both admired and sort of been bewildered about you, which is you... Like, people love to talk about agency on the internet, but you are one of the most skilled people I've ever met at just, like, getting into rooms, for lack of a more precise description. Or, maybe it's meeting exceptional people or just, like, finding the serendipity. Obviously, the art and culture worlds, I think, are especially opaque in certain ways. How- how do you... You interviewed Elon while you were at USC. You've told me plenty of other stories about getting into strange places. How do you do this? Or what in... What goes into that type of, sort of like making weird doors open in the world? **Alex:** Um, firstly, that Mark Cuban story will f- will be an infamous story for you and I. I just have a feeling it'll- it'll keep coming back and it'll only age like a fine wine. Uh... **Jackson:** I like Cuban. Cuban's doing great. **Alex:** Yeah, no, but no, more- more so is that it's just funny 'cause it shows both of our personalities. And like, you letting me get on the golf cart and me jumping on the golf cart. And then I do remember the kids chasing us and us kinda like- **Jackson:** That was 10 years ago. **Alex:** Yeah. Yeah. **Jackson:** Or nine or 10 years ago. **Alex:** Yeah. **Jackson:** Yeah. **Alex:** Yeah, I, it's something I've always... Firstly, I get a fucking kick out of it. I love it. **Jackson:** Mm-hmm. **Alex:** Like, like back to smooth brain, ver- like, uh, it's just fun. It's exhilarating. I love- I love sneaking into places. **Jackson:** Yeah, yeah. **Alex:** It's just fun. It's like a, it's, you know, it's- it's like, I don't know. I don't shoplift, but I imagine it would be like what it's like to steal a stick of gum. It's just like a little adrenaline kick to- to do it. But I think, um, I... What was your question? It's like why... How- how do I do it? Or what- **Jackson:** Y- y- yeah, what g- what goes into it? **Alex:** What goes into it. **Jackson:** Or, yeah, yeah, or h- or h- explicitly like, I'm not asking how do you sneak into a party, but I'm kind of asking what makes you good at it, maybe is the better question? **Alex:** So, I think back to the universe being this malleable, random constellation of chaos. **Jackson:** Yes. **Alex:** I think humans aren't rational actors. Right? We all, we make impul- impulse our most, you know, whatever the old saying of most of our decisions are driven by whatever the five core vices. **Jackson:** Right. **Alex:** I think it's just understanding that, like, the universe is- is a call and a response mechanism where it's... you can sort of bend things slightly in your way. The most extreme example of that would be Steve Jobs and reality distortion field. **Jackson:** Yes. **Alex:** But it's the notion of like, most things in the universe aren't rational things. And if you approach things by understanding what motivates or drives a person, and you can kind of jab it where it hurts in a way that is like it- it tickles that vice, I think it sort of, it ope- the world can open up to you in really miraculous ways. And it's also not being afraid of failure, which to me is like the worst thing that happens is you just get a no, which is fine. So- **Jackson:** All of us are terrified of no. **Alex:** Eh, we all are. And I think, so to me it's like... A- a- actually, you know what? The simplest thing I would say- **Jackson:** I don't think you're that afraid of no. I think... So when I say all of us, I guess most people are afraid of no. And I- **Alex:** That's right. Yeah. **Jackson:** And most people are also... The other thing I see in this, at least, is they take the rules a little more seriously. That... Uh, there are a lot of things that people think are very serious rules that you have sort of internalized are like, more like- **Alex:** Guiding- guiding posts. **Jackson:** Guiding. Yes. Yes. ## [01:32:58] Playfulness and Elon **Alex:** Yes. And- and though, here's the la- here's why I'd say that I think is actually the clearest, is I think it's just about being playful and it's about channeling your inner child. And I think children don't know what is a rule or what is not a rule. **Jackson:** Yes. Yes, yes. **Alex:** And maybe they're being mischievous, maybe they're just being naive. But I think a, retaining a childlike wonder with the world will, I think, allow you to fall in love faster and easier. It will allow you to get into... Like, like meet people you wouldn't normally meet. It's like, it's just moving through the world with curiosity. **Jackson:** Mm-hmm. **Alex:** And so, it's like if you're sitting on the subway and someone interests you just based on the way they look or what they're saying, it's like, just talk. It's like, a child would just engage them. **Jackson:** Yes. **Alex:** So- so to me, it's when you meet somebody in a childlike state that they feel seen by a child, that they then enter this childlike state, and then they're- **Jackson:** They're invited to play. **Alex:** And then they're invited to play. And then they're way more open- **Jackson:** Right **Alex:** ... to engaging with you in that way. So to me, it's all about breaking rapport is sort of how I think about it, where it's like, how do you take the norm of like, "We're two businessmen doing business?" It's like, how can you break out of that? And like, you know, I'll use the Elon example where like, yeah, in college we, I emailed him and I broke the rapport and- and- and- and treated it with a childlike sense of communication where I think I wrote something like, "Hey, Elon, I know the school's been trying to get you, the business school's been trying to get you to do the commencement speech. Wouldn't it be really funny if you did ours instead?" **Jackson:** That's a perfect thing for Elon. **Alex:** And now, if you think about Elon- **Jackson:** That's exactly Elon **Alex:** ... and who he is in 2025, I didn't know this at the time. I knew that he was sort of cavalier and I knew that he was obviously brilliant. I didn't know he was like the meme lord that he is today. **Jackson:** Right. **Alex:** But it's sort of understanding how people tick. I think there's the... I was listening to, um, Howard, uh, uh, Lubnik or whatever his, his Secretary of Commerce, and he was talking about the first time he met Elon. And he was per- he was nervous for the meeting. This is right when Trump was like, "Oh, you two, you're gonna be Commerce and you're gonna be Doge, and you two need to meet and figure out a plan." And Howard was like super nervous about how to, um, how to- how to engage Elon. And then, when he showed up to the meeting, he- he said something about like, "You should change the n-" y- like, I think the street that Elon lived in was called like E Street or something. And he was like, "You should change the name to be Meme Street."... and, like, Elon just laughed for 20 minutes- 'Cause he's psychotic. And then Elon immediately was like, "We're gonna be best friends." So, I say that as in, like, it's just understanding where somebody comes from. **Jackson:** Yes. **Alex:** And so you can clearly tell Elon's on... He's brilliant, he's, he's, he's very cont- controversial these days. But at the end of the day, he... I just view him as he's just sort of a misunderstood character. And, and why he likes- **Jackson:** And everyone else is being very serious with him all the time. **Alex:** E- exactly. And why he acts the way he does, I think it's immature, and I don't think it's appropriate. And I think there's, there's, there's a lot of instances where it's actually offensive and bad for whatever, like- **Jackson:** Yeah **Alex:** ... like, the world. But, like, I think in general, I understand him. I understand that he's been treated so seriously his whole life. And the ultimate, the most powerful man in the world, all he wants is childlike wonder and play. That's literally all he... It's, it's channeled in a weird way. **Jackson:** Totally. **Alex:** But all he wants is that, I think. **Jackson:** Totally. **Alex:** And so, and so back to your thing about how do you access whatever, or how do you, uh... To me, it's just, it's just moving through life with this sort of, like, childlike wonder and discovery and, then all, you know, a couple other factors of just not taking things too seriously and, and, and, and enjoying the process. People, people are seeing you have fun, they wanna have fun, you know? **Jackson:** Yes, it, i- it's an invitation. **Alex:** It's an invitation. **Jackson:** That really feels like the right framing. ## [01:36:25] Intuition and Career Decisions **Jackson:** I mentioned serendipity. We've talked about kind of our own non-linear car- career paths over the years. And, and I, I relate to this. I think you've done a bunch of things that were like zags, and that weren't, like, necessarily obvious. Uh, that even people, if you had listened to sort of, like, normal, serious people advising you to do the next thing, you, you haven't taken that path. One, do you see an arc or, like, y- you mentioned even the Steve Jobs dot connecting, only in reverse. Like, d- is there an arc? And when it comes to maybe taking these... Taking the FWB opportunity, or even the Reed thing, how have you found your ability to make these types of decisions or go with your gut? Like, what, what makes... How do you know when, when you're supposed to kind of take these we- weird detours? **Alex:** Yeah. Um, I'm actually a horrible long term planner. So, I honestly, like... I really, I really, really move just vis-a-vis intuition. And as I've gotten older, I've come to be better at understanding market opportunities, about when does that intuition align with a good potential financial outcome. If it... Like, or like a financial opportunity, if that's what I'm trying to index for. But I would say in general, I don't think I've... I only do things that I think are fun. And fun to me equals steep learning curve, curiosity-driven, usually a new industry or a sector that is, like, I just wanna learn more about. And then most importantly is I'm a people person, so who do I get to work with? That's kind of... I did FWB 'cause of Trevor. I wanted to work with him, right? I had zero crypto experience prior. And then the community of FWB was really interesting to me. **Jackson:** Right. **Alex:** Same thing with Summit- **Jackson:** Yeah, it was a new way to do what you do too, which is kind of- **Alex:** It was... Exactly. Same thing with Summit, same thing now with, with w- I don't think I'd be working on Powder Mountain if it wasn't for Reed and the team he's built, and, you know. So, I would say it's about, it's about intuition for me personally. And in terms of career arc, yeah, I'm accu- It's funny, I'm accumulating a very random set of experiences. But you nailed the through line in the very beginning, which is it's just about people and bringing people together and about creating authentic experiences that fuel belonging. So, whether that next venture is in... Back into a social digital experience, or whether that's into a hospitality thing like more real estate or hotels or restaurants, or whether that's in media. I don't, I don't fully know, but I definitely feel like, you know, it'll always be the confluence of all of these different sort of, uh, sectors. **Jackson:** I think you know yourself pretty well too, which makes it easier to know, "Is this..." Even if it's weird on the surface or the, the aesthetic of it is different, the kernel of it is something that you know you can connect to. I ## [01:39:10] Curating Music and a Life Goal of Refining Taste **Jackson:** have a few kind of miscellaneous questions as we wrap up. One, what did you learn from... What do you learn, what did you learn from? Or, if not a lesson, what did you enjoy about doing student radio at USC? . **Alex:** Well, I mean, uh, to... Ob- quite obviously, but it was my first foray. It was a really... It was my first foray into mu- into music. And I say music as in, like, I really got to hone and develop that... It was the first rabbit hole I took of like, "Whoa, music is way more than just, whatever, Top 40." **Jackson:** Mm-hmm. **Alex:** And it was just, like, discovering ambient music, discovering world music, and discover- Like, it was this, like, process of discovery. Like, I think life is just actually about refining taste. And, and, and not to be melodramatic. Bossard and I were talking about this. But, like, I think the ultimate point of life, this is my point of view, it's obviously not... It's incredibly privileged. My ultimate goal in life is to just keep refining taste. The, the j- the process and journey of finding what you like and don't like is super interesting to me. **Jackson:** Mm-hmm. **Alex:** Furniture, art, music, food. **Jackson:** Yes. **Alex:** And so obviously, you... Like I said, you have to be incredibly privileged to have the opportunity to actually have the means to explore that. So, like, you know, it's not like everyone should do that. But it's mostly in the, like... I think it's one of the greatest pleasures in life. And then finding some- another human where you are on that same wavelength of that taste is incredibly special. It's like when someone comes over and sees a book that they also... It's like we're both reading the same esoteric Rob Irwin book. That's crazy. **Jackson:** Yeah. **Alex:** And it's amazing. **Jackson:** Yeah. **Alex:** So, uh, so I think to me, ra- the radio was the first experience of, like, one field, music- **Jackson:** Mm-hmm **Alex:** ... the process of taste. **Jackson:** Mm-hmm. **Alex:** I always shout out this girl, Anya, that I met. I was a freshman. She was a senior. She asked me when I... That first day I was in the radio station, she was like, "What do you listen to?" And I was like, "I don't know, like..." Fucking... I was like, always the scariest question to get asked. **Jackson:** Yeah. **Alex:** And then she was like, "Wait, you've never heard of... You've never heard of Four Tet, Nicholas Jarro? You've never heard of..." Whatever, whatever. I was like, "No." And she was like, "Oh, let me make you a..." She's like, "Let me make you a playlist." **Jackson:** Here's an invitation. **Alex:** So, she, she, a- she was like, "Gimme a USB drive, and I'll load 50 songs onto it every week." **Jackson:** Mm-hmm. **Alex:** "And then you listen to it, and you tell me what you like and you don't like." And I remember hearing, like, this is... 'Cause I didn't ha- Like, I grew up in a pretty...... to a sheltered environment, but I didn't really listen to music before that. But it was like the first time I heard Thom Yorke. It was the first time I heard The Beatles. It was the first time I heard, like, Fleetwood Mac and Bruce Springsteen- **Jackson:** Mm-hmm **Alex:** ... to, like, crazy weird ambient music to, you know, it was Fela Kuti and, and just like, like afro... It was like, it was all of it, all in one playlist. And I remember I kept, like, going back. I was like, "I like this. I don't like this. I like this." And then by the end of it, I was, like, all of a sudden, like, obsessed with collecting vinyl. **Jackson:** Yeah. **Alex:** And it's... So, so to me, that was like one of the earliest experiences of, like, taste, developing taste, and, and, and... Reframe. Developing my taste, like, knowing what I liked. And now I'm doing that through art again, and now I'm doing that through architecture, and so it's a really good- **Jackson:** Well, the other side of that is curation. Like, the- **Alex:** Yes **Jackson:** ... the, the personal side is taste. **Alex:** Yeah. **Jackson:** And what I would argue you've done your whole career is you've said, "Hey, I've- I've gone and rubbed up against all these things, and here are the things that I care about, and maybe you do too." **Alex:** Totally. **Jackson:** I, uh, my, my last interview with, with Nabil, we talked a lot about sort of, like, whether or not you even get to choose the things you care about. **Alex:** Hmm. **Jackson:** But back to maybe your idea of, like, an- a- another frame of- of the- of the- of the taste framing would just be like, yeah, like, life is about leaning more into the things that you care about. **Alex:** Mm-hmm. **Jackson:** And you don't... There probably aren't that many. Maybe there are, like, really deep rabbit holes, or maybe there are finding new adjacencies of it, but I think that's a power- And, and I think a lot of people end up just sort of chasing the things they think they're supposed to. **Alex:** Totally. **Jackson:** Um- **Alex:** And I think life is about chasing the things that just naturally fill you. **Jackson:** Yeah, yeah, yeah. **Alex:** And, and if you apply that, you will probably... You will, you will find a, a commercial way to do it if you are trying to. But just, just fundamentally, I think start with the things you're most interested in. ## [01:42:56] Music's Role in Creating Great Spaces **Jackson:** Why do you think music is so influential in terms of creating great events and- and spaces? I mean, in some ways, you've spent a lot of time bringing art into spaces to create events around them broadly. But music, more than almost any overwhelmingly music is the type of art we pair with events and spaces. **Alex:** I think it's the most immersive. **Jackson:** Mm. **Alex:** It's the most, like, it's the most, like, transcendental. **Jackson:** Mm. **Alex:** Like, I think it's quite hard to look at a painting and fully lose yourself in it. It's like- ... like, it's, uh, happened. And to me, that is that, like, art is a... Great art is about living with it, but it's not quite like- **Jackson:** That is accessible. **Alex:** The most peak music experience will always overcome or will always crest over the most peak art experience, I think. **Jackson:** Mm. **Alex:** Um, you know, and, and- **Jackson:** Well, music's also lived with life. **Alex:** Yeah. **Jackson:** I think. **Alex:** Yeah. **Jackson:** Maybe, maybe that's part of it is that an art- art- or even a film. I love film, but, like, film is about, "I'm gonna pay attention to this and this alone," and music is, is paired with life. **Alex:** Yeah. Maybe it's more anthropomorphic in that- **Jackson:** Mm-hmm **Alex:** ... it's, like, it's a voice. **Jackson:** Hmm. **Alex:** It's human. It's like- **Jackson:** Mm-hmm **Alex:** ... your mother singing to you as a child. I don't know. **Jackson:** Right. ## [01:44:08] Photography **Jackson:** Why do you enjoy photography? **Alex:** Photography? Um... **Jackson:** You take a lot. I- You don't do that much capital F- like, P photography, although you do some. But you just take a lot of photos. **Alex:** Yeah . **Jackson:** You take a lot of photos of the people in your life, the people you love, like- **Alex:** Yeah. **Jackson:** You have an unseriousness about photos- **Alex:** Yeah **Jackson:** ... that maybe everyone has, but is there something about that medium that you like to capture? **Alex:** Huh. Um... **Jackson:** One of the first things I remember on your website was, like, just a page dedicated to photos you've taken over the years. And I think that's probably still on there somewhere. **Alex:** Yeah, I guess I haven't changed that at all. Uh, I think photos are a great way to just get a sense of who someone is 'cause it's, obviously it's the things that they feel attracted to. **Jackson:** Hmm. **Alex:** Um, I like photos, photography, because it's a moment in time that will never be created again. I don't- I don't- I o- Like, I'm definitely not a capital P photographer. I don't ever staged photo. Like, I don't ever, like, shoot things where I set it up as a photo shoot. **Jackson:** Right. **Alex:** I- I like things that are more, like, uh, whatever, in situ and that it's just happening. **Jackson:** Yeah, yeah, yeah, yeah. **Alex:** So, so I love party photography, I love travel photography. **Jackson:** Right, right, right. **Alex:** I love animals. I love- **Jackson:** You're documenting. **Alex:** So to me, yeah, it's just a moment of, like, I'm seeing this thing and I see beauty in it. **Jackson:** Mm-hmm. **Alex:** So I wanna capture it, which is why I pretty much only really shoot in film, because it's... I don't have to think about it. I just click it and- and I develop it, sometimes five months later, and I forget. **Jackson:** Yeah. Yeah, yeah. **Alex:** And then it's like, it's a surprise, it's like a treat. **Jackson:** Yeah, it's a memory play thing too. **Alex:** Totally. **Jackson:** Yeah, yeah, yeah. **Alex:** So it's less about I'm definitely not the, like, DSLR and, like, editing it. I don't edit. I don't think I've ever edited a single photo. I just, like, take it and I upload it if I like it. **Jackson:** Mm-hmm. **Alex:** So it's more so just capturing a moment in time, um- ... which is why I've always loved party photography. **Jackson:** Right. **Alex:** It's just like, "Wow, that was just, like, something that happened in that moment." **Jackson:** Yes. Very imperfect too. **Alex:** And it'll never happen again. **Jackson:** Yes. **Alex:** Ever. **Jackson:** Yes. **Alex:** What- is what always gives me the goosebumps. ## [01:46:02] Beginning, Learning to Ski and Scuba **Jackson:** Any recollections? You- you talked a little bit about skiing. I- I grew up... I started skiing when I was probably two, although you've skied much more than I have in the last decade. Any things you remember about... It's rare you get to be a beginner in such a dramatic way. **Alex:** Yeah. **Jackson:** Learning to ski and then having that become such a significant part of your life as an adult. Anything that come to mind about that process? Especially early on or being a beginner with it. **Alex:** I'm actually going... I- I- I was reflecting on how I love the beginning of things and steep learning curves. So I actually am right now getting scuba certified- **Jackson:** Oh, wow **Alex:** ... 'cause I was, like, wanting to learn about it and- **Jackson:** I did that in a pool when I was, like, 12. **Alex:** Yeah. **Jackson:** And you never ended up doing it. **Alex:** Yeah. **Jackson:** So you got to go re-certify. **Alex:** So I'm like, I'm taking the online courses right now. **Jackson:** Cool. **Alex:** I'm like, "Oh my God, this is so intense." And I'm like, "It's like back in school," where you're like- **Jackson:** Yeah, yeah, yeah. **Alex:** So I'm, uh, I'm in the accurate... I'm very in- in the real moment of, like, le- learning something new again. But skiing specifically... Yeah, I just remember how frustrating it was in the beginning. It's so- it's so painful, it's so expensive, it's so... You're renting all this gear. **Jackson:** Why did you keep doing it? **Alex:** There was a, there was an extent of, like, I had to 'cause I was working. **Jackson:** 'Cause of work. **Alex:** Yeah. But I would say after like the 15th time I skied, it just, like, clicked. And then- **Jackson:** And 15 is, 15 is a lot of times to do an expensive activity that you don't like. **Alex:** Totally. That- that's how privileged... Yeah, 100%. **Jackson:** There's a lesson there, I think. **Alex:** 100%. 100%. And now, it's probably my, one of my top favorite things to do in the world. **Jackson:** Mmm. Mmm-hmm. **Alex:** Um, and it's such, it's such a fun way to think about, holy crap, I just, like, traversed this whole mountain on these two pairs of sticks **Jackson:** I wonder how many- **Alex:** ... with my body **Jackson:** ... things I've tried that I- **Alex:** 15 times? **Jackson:** Well, no, no, no. That I have tried, like, three times. **Alex:** Then given up? **Jackson:** What, yeah, what 15 would... Hmm. **Alex:** Mmm. But I'm being dramatic. It wasn't like every 15 was one of them. **Jackson:** No, I g- I get it. I'm... M- my, my, my, I've t- our mutual friend, Ava, like, I've talked to her about this. Like, or she, she... Maybe she wrote about it. This idea that, like, flow and things that feel great and fun and easy are great, but, like, you actually have to kind of trudge through the mud sometimes. **Alex:** Totally. **Jackson:** Like, writing doesn't feel good for a while. **Alex:** Totally. **Jackson:** And then you go through other traps and I... Yeah, I think that it may be... Maybe one of the lessons there is that forcing functions are, uh- **Alex:** Sometimes good **Jackson:** ... are good. ## [01:48:10] Improving Los Angeles and What Makes it Special **Jackson:** My final question is, we talked a little bit about cities. You lived in New York for a while, you've lived a lot in Utah, but you currently live in Los Angeles, and it's more or less where you're from. LA is a place that I think a lot of people have a complicated relationship with, or even explicitly visit it and are like, "That place sucks." It's a complicated place. And it's like, of all of the cities at least I've been to, been in in the world, it's the most its own thing. And so I'm curious, maybe one prompt would be that if you were the mayor, but it doesn't have to be that explicit. What, what would you want to do to make LA richer or more of itself in a way that... Assuming this is probably your home for the next 20, 30 years, you're a person who's obsessed with people and spaces and cities and design. It's an open-ended question, but I'd be curious if, if there's anything that comes to mind about ways that you would want to help this place lean into itself. **Alex:** More, more public spaces, more public parks. **Jackson:** Mmm. **Alex:** LA needs more premi- needs more public spaces, where those public spaces actually have a stratification of premium to democratic access offerings. So, I think, like, you know, what makes Central Park so amazing is, like, it's free, but it's also next to, like, the highest priced real estate in the, in the world. So, I think it's, it's, it's... And then there's re- there's, there's food and amenities and experiences there. So, I think- **Jackson:** Right **Alex:** ... finding a way where, if LA could create more outdoor amenity-driven experiences out here. **Jackson:** Sort of high and... Like Washington Square Park. **Alex:** High and low. **Jackson:** It's high and low, yeah. **Alex:** Yeah, totally. Like, if you could create, like... Let's say LA loves the b- LA is about the beaches. If you could cre- if you could incentivize private development to come in and create really nice, high-end experiences by the beach, but then there's public areas. **Jackson:** Mmm. **Alex:** Like, how do you create more, like, interesting places to hang out? 'Cause right now, the issue with LA is nobody hangs out in any public places. All the places to be are, like, restaurants that are hard to make reservations to, or people's homes. It's very home-driven. **Jackson:** Yeah. **Alex:** Which is why everyone who usually visits for the first time has a negative experience, 'cause you're in the car a lot- **Jackson:** Yes **Alex:** ... you don't get invited anywhere. You're like, "This sucks." And it's like, LA has a lot of layers. It's not like New York where it's like, "Where's the iconic New York?" Where you walk up, you know, whatever the street in, in the park, and you know, so- **Jackson:** Easy to drop in. You can parachute in. **Alex:** You can parachute in and you can get it, right? **Jackson:** Yes, yes. **Alex:** It's highly legible. **Jackson:** Yes. **Alex:** Versus here is not legible. **Jackson:** Yes. Yes. **Alex:** It's kind of like the most legible thing about LA is the Hollywood sign and Venice Beach. So, it's like, even though the best parts about LA are Highland Park, Silver Lake, Echo Park. It's, it's, it's the downtown local, you know, Latino community and the food options there. It's all the places Jonathan Gold ate. It's, it's... You know, it's like those are the parts of LA, there's obviously way more. Chinatown, Little Tokyo, you know, that make LA, LA. But it takes time- ... to understand it. **Jackson:** Yes. **Alex:** So, in a way, I actually think D- LA is a kind of a... Has a deeper experience in that sense. **Jackson:** Well, it has also, back to your earlier comment, like, it has lots of randomness. **Alex:** Totally. **Jackson:** Like, it has lots of... Yeah, I, um... **Alex:** Totally. **Jackson:** Well, it's... I think you're someone who's, who's good at working with the illegible and, and enrichening it, so maybe that... Maybe some long-term- **Alex:** But more public parks. **Jackson:** That's the, that's the starting point. **Alex:** Like Jane Jacobs' theory. **Jackson:** Alex, thank you. That's all I got. **Alex:** Thank you, man. This was so fun. **Jackson:** Cool.