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Startups

Day 501 and Do It Live

There must be some kind of residual high from making big decisions, as I’m feel powerful as hell coming out of Montana. I’ve committed to a life path and I am ready to do some thriving. Yes I’m referencing the meme.

unbothered. moisturized. happy. in my lane. focused. flourishing

I’ve got a deal I want to shop around even though it’s ice cold out there in venture land. I believe in the team and I believe in the market sector. It’s a bit of an unusual bet but I have total confidence in the problem space such that I am ready to spend some social capital. So hit me up if you want to get in on the deal. I feel like it’s a deal that’s absolutely in my lane and even if it’s a hard time to circle anyone to anything I may as well enjoy the thrive vibe. Let’s do some magic together yeah?

In another famous meme Fox News host Bill O’Reilly exclaims that “fuck it I’ll do it live!” And I have to say that is my current energy. None of us have a fucking clue about how things are going to go. But did we do our homework? Yes. I did the work. I ran my numbers. I’m good at what I do. I’ve got experience. I’ve got as good a shot as anyone.

So I’m going to say fuck it to a lot more. I’m confident. Because like Bill I’ve got the talent and why not fuck around and find out? This isn’t specifically about the deal I want to do (though I am excited) or the fact that I’m moving to Montana but rather that it’s time to express more confidence in general. I shouldn’t undermine myself. I’m good. Some people like me. And that’s enough to have some confidence to try some stuff and experiment. If you want to come and play with me feel free to say hi.

Categories
Politics Travel

Day 491 and Uncanny Valley

If you’ve been following along this week you might have noticed I’m in Bozeman Montana with some friends. I’m hoping to find a homestead. My father loves to call Montana the last best place. He moved up to Whitefish a few years ago for retirement from Boulder Colorado. Our boomers know the score. He knows the last best places are dwindling as the frontier turns into subdivisions.

Growing up in Colorado was about as close to paradise as it gets. We had clean air, plenty of open space and a laid back uncrowded atmosphere. My brother was born there but my parents made a brief detour to Silicon Valley where I was born in the eighties. But Chief Niwot’s curse must have called to my family as we moved back to Colorado when I was still young. My dad thought Boulder was a better place to live than San Francisco or Palo Alto. No one who has been to Boulder escapes the curse.

People seeing the beauty of this valley will want to stay, and their staying will be the undoing of the beauty.”

What is Chief Niwot’s curse?

I call myself a Boulder native even if it’s not technically true. If you count the sojourn in the Bay Area, I’m one of those Californians that ruined Colorado even if my family had arrived long before I did. But we certainly didn’t arrive before the Arapaho. Perhaps I wasn’t in the wave of Californians that turned Colorado, and Boulder Valley in particular, into a boom town in the aughts and teens, but I’m still part of the undoing of the beauty of this valley. Anyone who is descended from immigrants has contributed to the curse.

The reason I chuckle at my father calling Montana the last best place is because the state is following the path that Colorado took. Bozeman feels exactly like Boulder did during my childhood. It’s no surprise to me Colorado folks are moving here to recapture what we’ve lost. If you came of age in the mountain west before urban sprawl and yuppie gentrification you yearn for a return. Boulder Valley has been undone by those that loved it’s beauty. And so we seek new frontiers.

In twenty or thirty years will the Gallatin valley and Bozeman face a similar fate? Almost assuredly. If anything, it makes me confident in putting down roots here. Maybe then my kids can call themselves Bozeman natives the way I do with Boulder. Maybe they can complain about the high housing prices and the arrival of tech workers and tell tales about how their family got here in the roaring twenties before all the Coloradans ruined the place.

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Startups

Day 490 and Startup People

One of the more transformative experiences of my young life was attending a founders only conference in 2010. I’d never been around that many other people who did the same thing as me before. I felt so seen.

The most unexpected thing was how relaxing it was to be among other people who understand the context of my life and my work. All of the weird and idiosyncratic elements of being the CEO of an early stage company are hard to translate to someone who has never had to live it. Startups are lonely work and being the CEO is the loneliest job in the company.

Obviously the last twelve years of bull market have greatly expanded the pool of people who have worked in startups. It’s gone from a niche to the driving force of American industry. Everyone grew up. Some of us made money. We’ve professionalized. We’ve developed best practices. What was once a scrappy singular experience is now a repeatable innovation.

And like that conference it is transformative to be seen. don’t feel so alone anymore. There are more people who can share in the context and specifics. I’m in Montana this week with friends who have a similar life path to myself and my husband. Our friends completely understand the context of our lives and we understand their context. We are all founders and executive team members and angel investors and LPs. And yes it’s relaxing. I highly recommend it.

Categories
Internet Culture Media Politics

Day 482 and Vibe Shift

A month or so ago a piece written by a New York marketing executive titled Vibe Shift went viral among the chattering classes. The premise is that we are on the precipice of a cultural change that is upending everything from politics to fashion. And depending on your perspective, this shift might include crumbling dystopian decay or vibrant fuck it optimism. Or in the case of web3 absolutely both.

I think the Vanity Fair piece on the New Right is chronicling one of the first emergent vibe camps to emerge from the vibe shift. The article is a look at the art, intellectual environment and personalities of the “not quite conservative” new right. And it’s a largely positive even glowing send up.

If you believe the Citadel is a corrupt institution and moral moral crisis then the Vanity Fair piece should have been negative. It’s a surprise that it wasn’t. Not long ago we were subjected to intense narratives about the dangers of nRX neo-reactionaries and it’s infiltration of Silicon Valley. It was a real and urgent issue that the center of so much money and power might doesn’t align with the cultural values of media or academia. If you don’t speak this language the Citadel is code for the left leaning creative and cultural institutions like Hollywood, academia and media.

So why isn’t it a crisis any more that there is a new breed of influential “not quite” conservatives? If anything the right in America has shown itself to be capable of so much more than just boat parades and goofy hats. Some of these fuckers were expanding the Overton window on peaceful transitions of democratic power on January. It might actually be getting worse.

Except now the left fucking sucks too. Now I’m not justifying fascists. These Christian Nationalists are trying to roll back modernity and pluralism. Fuck them. They fuckers don’t even have a demographic majority. So it pains when I say the vibe shift is showing the left as the worst version of themselves while the right is showing a new cultural ascension.

To a lot of normal moderate people the left looks controlling, scolding, frigid, and conformist. Everything from mask politics to gender relations has started to make the left look insane. It’s entirely rational people would be seeking a vibe shift for something more welcoming.

My theory is we are about to see a massive resurgence of affection for all kinds of conservative hobby horses. Especially of vibes that used to be the province of the traditional left. Everyone is sick of being shamed while they go about living their lives. And whoever wins that vibe war will win America.

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Internet Culture Startups

Day 479 and High Agency

A corner of startup Twitter was discussing the relative ease of getting connected to power brokers in different industries today. The debate? Does good talent eventually finds its way to resources? The contention from Roon, otherwise known as Mr. Wordcel vs Shape Rotator, is that networking is less crucial in technology than in any other industry because it’s easier to find a way in.

While one can quibble with how true this is for all populations, it is truer than it’s ever been. A large swath of the startup ecosystem is readily available to anyone on social media. We are less constrained by geography and credentialism than we’ve ever been. This is partially because much of the wealth in the current generation came from building social networks or software that benefits from openness. An excellent overview of this is why good angel investing ecosystems prioritize welcoming newcomers by Alex Danco. Most investors want to be available.

But it’s still a challenge to find high agency and high talent people and there are far fewer of them than you’d imagine. And proving you are high agency and high talent isn’t always an intuitive process. Being able to assess if someone has the capacity to build is one of the hardest job a capital allocator will ever have. Judging markets and products and roadmaps is much easier than discerning if someone has the capacity to execute on their dream.

I personally use follow up as my first heuristic. This is partially because I maintain open DMs so literally anyone can and does reach out to me. If someone is able to regularly show up and engage with me and show progress they are better than 90% of people. Honestly go ahead and try! I really am here to help.

You’d be shocked at how often someone pitches me and then I never ever hear from them again. And it’s not because I missed the boat (this happened once to me this year). It’s generally because people are waiting for someone else to act. And this is where people fail. The first rule of startups is figuring out how to create momentum. If you are waiting for me to cut a check you’ve already lost.

I’d like to do a whole post on this topic but I’ve been struggling to get the bulk of it on paper as I’ve got a migraine coming on. But rather than put the post off, I organized an introduction of the subject and put down my first heuristic. Which is ironically exactly what I look for in founders and builders. Did you make some visible amount of progress no matter how bad? Did you put it out into the world? That’s better than most people!

Categories
Startups

Day 470 and Social Skills

Startups are just as much about social hacking as they are hacking something technical. We worship the archetypal “coding nerd” who is brilliant but awkward, but in reality building shit requires an awful lot of social finesse.

I meet with a pretty wide range of founders. A lot of them are clever but relatively normal people. But many founders are fucking beyond weird. I see a lot of neurodivergence. But it’s not all towards the awkwardly autistic. Plenty of founders, especially in web3, are almost supernaturally charismatic. No literally it’s magic.

And that magic is good for making something new. The ability to empathize and listen is hugely prized in leadership. Being present and able to socialize in any social context is key to bring diverse groups together. We are much more willing to throw in our resources behind a founder who can rally us together. And this is just objectively good for the startup. Of course investors want to back that kind of person.

I think some people are offended by this reality. We see endless pop culture depictions of narcissistic sociopaths raising shit tons of money and then destroying their companies. I’m honestly a little sick of it. It’s no secret that Silicon Valley, but capitalism on the whole, occasionally rewards charlatans. I don’t think it’s particularly indicative of anything but human nature. Like Fox Mulder I too want to believe.

Categories
Internet Culture Preparedness Travel

Day 464 and Miami

Miami is a real American city. You know those criticisms lobbed by conservatives against New York, San Francisco and Los Angeles? It’s not a real American city. It’s bullshit in plenty of ways as our urban populations define America as much as rural, but it’s also true. Places like Miami maintain an essence, a kind of “here-ness” that reveals a thriving ecosystem of all classes, backgrounds and beliefs living in the same place.

It’s a thriving cosmopolitan city with an extremely wealth ruling class. It has welcomed it’s new leadership in the form of startup expats from “fake cities” moving in. The irony is that those are fake places and no one lives there. It’s transient wealth moving in and out for opportunities. Which is exactly what they are doing to Miami. The churn comes for us all. Before it was tech it was drug money and mortgages. It’s a free enterprise kind of place.

But it’s a relief to see mix of people. To see the shitty neighborhoods and the anxiety about crime, reminds you we have to do better for each other. To see the luxury houses and the amenity industry pop up to service everyone rich from yuppie to billionaire. It’s a vibrancy of hustle that isn’t everywhere. It’s a positive thing. For me it smells like America. A belief in the future where things could be better. A sense that capitalism is working.

As I write this my Uber driver is complaining about the local cops. How unfair their targeting is of everyone going too fast. A real class solidarity moment against the fuzz. Lambo owners and ride share drivers. I feel like that doesn’t happen in striated societies where the top use the police to torture their plebeian neighbors.

I didn’t really enjoy my time here. It’s way too hot. It’s facing intense pressures from climate change so I’d like to come more often before it’s too late. It it’s already too late maybe.

There really are issues related to inequality and the challenges it manifests via societal issues. It’s got crime and infrastructure issues and intense political culture war currents.

If I’m honest I’d rather be in a colder less populated state where some of the existential risks of the future are better mitigated. But I admire the optimism of people who do. They are the optimistic people we need for a better future.

Categories
Internet Culture Startups

Day 461 and Remora

I saw a headline about how Trump’s social media site is failing. I’ve got no idea if that’s true but the media likes the story. This is playing out in the context of Elon Musk using corporate governance as a public relations stunt with his new Twitter board seat. Everyone wants to be an attention grabbing technology company even former presidents and aerospace billionaires. Because even the stupid stunt stuff in tech can be world changing.

I’m at the big Bitcoin conference in Miami. It’s a lot but it’s not fundamentally any gaudier than any other industry event I’ve attended in twenty years being adjacent to startups. Before my current stint as an investor I worked in fashion and beauty so I’ve seen a lot of excess. M I was raised in a boom time Web1 startup family. But also my family went bankrupt. I’ve seen the dark sides. I still work in tech. Like Trump and Elon I too just want a piece of the action.

It’s because startups change the world. Even stupid weird dopey absolutely cult adjacent shit can and does change the world. All these prestige television takes on frauds and crashes and the cult of personality nonsense miss that sometimes those freaks actually do it. Sometimes they change the world. Ok most of the time they don’t. See the current unraveling of Fast. 99% of the time shit goes bad. But to have even a little bit of the action of the 1%. It’s fucking dazzling. It’s worth being adjacent to all the bullshit.

I hold in high esteem the folks who work at the flameouts. Anyone who takes a chance and has it go bad has my admiration. I’ve been one of them. I’ve failed a lot. I’m lucky I don’t get punished for it. At least not much. I’ll never know how much shit like my gender or my ridiculous social media personality factor into that shit. Because I am always allowed to get right back into the action and make shit. Making shit is our currency.

I think this is why even the most powerful people gravitate towards startups. You actually get to make shit. At the earliest stages you get to be personally responsible for so much. Your actions have meaning. You contribute. You know how rare that feeling of community and camaraderie is in peacetime?

It’s a commodity so precious we let ourselves be led by girl bosses and fast talking celebrity thought leader venture capitalists. We tolerate a lot of assholes and psychopaths so we can be in a community of people that make things. It’s the American dream and the most basic human need all rolled up into one.

That ought to give you a sense of the cultural power and vitality of startups. That’s loyalty on par with religion. That’s move history big dick energy. And I think some people hate it I find the hate inscrutable but I’m sure it’s probably legible to those who feel left outside.

So yes boom time early energy big money hanger on remoras are part of any thriving ecosystem. And as far as I can tell Bitcoin has the manna to go the distance. Because everyone wants a piece of the action.

Categories
Internet Culture Media

Day 431 and 9 Lonely Hours

I was excited for the time difference working in Frankfurt. It’s GMT + 1 which makes it six hours ahead of New York and a whooping nine hours ahead of San Francisco. I had this idea that I would enjoy getting in a full day before any of my American collaborators. Imagine the productivity gains!

But I’ve actually found it lonely. The silence of my social media has felt anything but, well, social. I adjusted immediately to the time difference without any jet lag. I woke up at 7am with the sun on my first day. And then I realized my California compatriots wouldn’t be awake till 4pm my time. Shit.

It’s not as if I have no one to talk to during these hours. I have founders in Europe and collaborators that are in these central time zones. But Twitter and my media news diet is strangely quiet in the early hours. It’s almost eerie. There is something disquieting about waking up before the news roundups hit my inbox. Like the world isn’t awake yet. Except obviously in Europe everything has stashed already.

I had no idea just how much my information environment depended on American filtering. It’s not that I was unaware that I was consuming a heavy diet of American media, but most of my news diet enters my feed through the East Coast media centers and is propagated through the lens of Silicon Valley. The Twitter friends I spent the most time with were clearly mostly American.

This is clearly an opportunity for me to branch out my information diet and my social circle. I’m grateful for the reminder. But I can’t help being a little sad that for a month I’ll be so offset from what I know and love. But it’s also exciting.

Categories
Finance Internet Culture Startups

Day 414 and Empire’s End

Being at a crypto convention in 2022 is something else. It’s full jubilee at the end of the world shit. You are surrounded by millennials and gen-zers who know in their gut that their future has been stolen from them. And instead of being pissed they decided to build. And they decided to gamble. And it’s not clear which one is which sometimes.

You’d be forgiven being a nihilist right now. Capitalism looks like an excuse for the oligarchs to consolidate state and private power to enrich themselves. Everyone is soaking in student debt and working shitty interchangeable jobs for corporations owned by private equity. No one can afford a house. No one is stable enough for a marriage and children. Our fucking parents won’t retire and won’t listen to reason when we say their neighborhood needs more housing density.

But if you are in crypto the future looks pretty rosy. You are discussing real estate for your second home and the tax advantages of different jurisdictions. Swapping stories about your friend who accidentally didn’t set up estate planning and his company had a big exit and now he’s got to pay full rate to some expensive Democratic run city and state. If you are at the nice cocktail parties you are building the future and the venture capital is flowing and it’s possible that this is the next big wave of innovation. It’s time to fuck around and find out.

But not everyone in crypto is part of the smart money. Not everyone has institutional backing and the professionalization of long time startup operators coming to build real value. Right right below that success is a teeming horde of brutalized and completely marginalized people who are praying they hit it big on some new coin or hot new NFT project. They saw Bitcoin and then Ethereum go to the moon. So now they are praying to the full moon and hoping they ape into the next big thing.

But what’s scarier is that the prevailing attitude is who cares if it’s risky because no one believes they are going to have a future anyway so you might as well gamble. They might get lucky and build the next Google if they join the right DAO and buidl. Yes I typed buidl. I’m a degen too. I’m a doomer that isn’t convinced the empire is going to hold for much longer. And if I’m going to watch it all crash down I want to be a part of building something better for all of us. Maybe we get lucky and innovative faster than the apocalypse. To be fair, humanity always has in the past.