Tag: Capitalism

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Finance Internet Culture

Day 371 and Never Work A Day In Your Life

I had almost nothing on my calendar today I didn’t want to do. I had small administrative things that took up maybe two hours and that’s excessive by my standards. It’s rare I ever have more than half an hour of genuine obligations. Mostly I just go where I feel like on any given day. I lay in bed on my phone and I move the world with strangers on the internet.

I’m not sure how I optimized for this kind of idyllic work life. I certainly didn’t used to live this way. When I was a founder I was constantly at the mercy of meetings I didn’t want and obligations I wanted to shirk. I always felt put upon. I never felt more like hustle culture owned my life than during my founding years. I was constantly optimizing and I felt like I never had any relief.

Maybe it’s the pandemic. Once we stopped with offices and workdays and all their attendant events and activities, life got a lot better. Everyone kind of settled into routines that made space for what mattered most to them. We no longer had cocktail parties or conferences. Thought leadership stopped being keynote speeches and started being shitposts on Twitter.

I don’t know what the fuck I did it exactly to free myself from that over scheduled fate. I’m so much happier and more efficient. I get shit done and I am less stressed and working fewer unnecessary hours.

Maybe part of it is that I might be a better investor than I was a founder. I could spend the whole day skipping through direct messages and sharing insights in Telegram group chats or having product breaksdowns in Notion. I’m actually good at what I do now. I bring more value and I do it more quickly. Maybe this is what real optimized work is like. You are so good it’s easy.

I’m so fucking happy right now. Over the last hour I’ve done more to advance my deals, connect my community and dig into shit that I genuinely passionately love than I thought I could do in an week. It’s like winning the lottery. I cannot believe I make money doing this.

I basically gossip all day with super smart people and then trade a bunch of densely coded social signals. Those all translate into money. I plot elaborate stories with fellow degenerates with deep aesthetics and then we send it into media zeitgeist. It’s like I work in fashion but the pay is much much better. So I guess it is true what they say. Do what you love and you never work a day I’m your life.

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Politics Preparedness

Day 367 and Flat Out Grossings

December was a pretty gnarly month for me. I tore a ligament. I got Covid. A fire burned down two entire towns. I’m emotionally burnt out right now and letting myself feel it because tomorrow I go back to work. So apologies if this is even more stream of consciousness than usual.

When I was a teenager I wanted to be a reporter. So I talked my way into an internship at our local television station Channel 8. I loved it. I got to be the assistant for such glamorous events as city council land use meetings. Which is how I happen to have the misfortune of knowing how Boulder became surrounded by suburban sprawl. I don’t have a grand unified theory. I just witness a lot of little decisions that compounded into unspeakable disaster no one could have predicted. Except we did.

There used to be a crappy mall in Boulder. It had a Macy’s and a Foley’s but it couldn’t sustain its anchor tenant department stores even in the late 90s and early aughts. Now big developers and chain stores knew that Boulder was fast becoming a wealthy town and wanted in. Maybe we could upgrade from middle market to premium retail. But Boulder is run by a bunch of hippies and wanted no part of upgrading big box stores. City council meeting turned into an endless parade of “no” to various folks coming in attempting to take over the mall on 28th street. It languished for years.

Eventually the developers gave up. Decided to construct a mall outside of the open space belt outside of the city. You see Boulder is the prototype for NIMBYS. We literally bought up a bunch of land that the town owns and can never ever be developed so no one could sprawl the town. It’s gorgeous and amazing and expensive to maintain and makes Boulder a haven for its natives and an impossibly expensive place if you didn’t buy real estate in the 60s. But I digress. This is about the mall.

The developers called the new mall out on the prairie beyond the town’s open space Flatiron Crossing. It’s an homage to Boulder’s signature feature the flatiron mountains. And the views from up town highway 36 into town driving back from the mall are amazing.

And Boulder honestly felt like it won. The ugly box stores went up around it. Our town was saved from Costco and Chuckee Cheese and Ann Taylor. We all snobbishly called it Flat Out Grossings. We thought it was a nasty money grab. It was wise we let them develop outside the open space band and protected the town.

Except that mall and all the box stores turned into the anchor for all the surrounding towns. We called them the L towns. Well that and Superior. And that’s where the growth happened. That’s what enabled Colorado to thrive. And that’s exactly how an urban fire that was started on Boulder open space ended up destroying so many homes. We pushed out the development thinking we’d done a good thing.

I actually have to stop writing this as I can’t make the point I want to which is that Boulder brought much of this misery on itself. We wouldn’t let the land be developed in town. So someone else did outside of town. And now that land got wiped out from a fire in our open space. And everyone is going to be snide and awful but our policies have consequences and by pushing out our development to Flat Out Grossing the law of unintended consequences has taken over. And I’m sick to my stomach knowing the well intentioned hippies ended up doing so much more damage.

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Emotional Work Preparedness

Day 365 and Normalcy Bias

Today officially marks a full year of writing every single day. What should be a sense of accomplishment is mostly a sense of comfort at my own discipline. It’s an edge. I like to be improving and that takes good habits. Writing daily been an enormously positive influence in my daily life. I don’t have any plans to stop but as with hang habit you take it one day at a time.

I’m writing from Boulder Colorado after one of the worst natural disasters our state has ever seen. Though the experience was entirely unnatural. Gusting winds over 100mph combined with bone dry grasslands to start a raging wildfire in the middle of the suburbs. The front range hasn’t seen snow yet this season so Chinook winds must have rolled over a downed power line. The wildfire destroyed two towns in my county in the space of a few hours. Last I heard over 500 homes were lost.

I’m devastated. I feel genuinely traumatized even as I’m safe. But of course I feel the trauma of the hour. This is my home. My neighbors lost their homes. All the roads that are closed are my daily routes. My fucking grocery store was burning. Another climate driven disaster makes the national news. But it’s not somewhere else. It’s my home. Better active shooter I guess. A comparison we can make in Boulder. Gallows humor.

I was working through most of the fire. Just letting the apocalypse unfold around me as I went about my business. 8 miles away the world was on fire but I had no evacuation order. No reason to stop working. I closed the blinds as I found the hurricane force gusts unsettling. They shook the house. I would check social media on my phone in between pitches and worked on financial modeling. I took an Ativan to calm myself down so I could focus.

I had explicitly known something like this was coming. Maybe not this crisis. But more weird shit was inbound bWe named our fund chaotic.capital. Precisely because we believe stochastic shit will dominate the next decade. We are betting the future will be chaotic so we must bake flexibility into everything. There is good money to be made betting on chaos. Normally bias will lose you money. Chaos is good for business.

So what does that have to do with writing every day? I want to say something wise about bearing witness. But I don’t think I’m capable of living so large with this much fear around me. I didn’t expect the exercise of daily writing would mean writing through crisis. But I should have. Normalcy bias effects me too.

This year showed me stochastic chaos regularly. After only six days of writing the insurrection in Washing’s D.C. happened. And so I wrote because I made the commitment. And then a few months later a man shot dead 10 people in a grocery store down the road. And so I wrote. Because it’s my habit. I didn’t expect to be covering so much chaotic shit in a public journal.

And yet I must have in some sense predicted that life would take this path even if I wasn’t directly in it. Or I wouldn’t have named the fund chaotic. I wouldn’t proudly discuss prepping. This is the world I live in. Chaos is a given and I’m going to work towards a better future. I’m documenting it as it comes with these essays. And I guess we will see how far it goes. Thanks for joining me for the first year.

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Background

Day 363 and Best Of 21

One of the unexpected benefits of writing every single day has been the accumulation of reference material. I can send folks a synopsis rather than retyping a topic that I get asked about a lot. So if you want to know how I get healthy, or how I invest, or even how I think about aesthetics this page will serve as a reference for year 1.

Health & Wellness

Biohacking 101 Guide

Supplements for Beginners

Self Care & Pacing and Recovery Protocols

How To Communicate with Me

Why I Prefer Asynchronous Communication

Why I Dislike Phone Calls (Or DM Me First)

Getting To Know Me for Founders Seeking Investment

Investment Thesis Thoughts

Empathy Investing

Chaotic Labor Markets

Chaotic Families

Request for Founders

Psychological Safety

Mental Flexibility

Bias Towards Fuckaround

What Don’t I Know?

Why I Don’t Like to Invest In Retail Anymore

Aesthetics

Fashion Week Back in The Aughts

The Thursday Styles Problem

Swag (Or My Facebook Hoodie)

A General Theory of Shitposting

Cultural Hegemony and Internet Citizenship

A Short Guide to Becoming an Edgelord

Advice for Startups

Above All Else Fun

Inertia

Rooting For You

Stress, Luck & Startup Families

The Emotion of A Big Exit (or Stack Overflow Sold)

Show Me Anything

Just Make Stuff

Optimizing For The Right Outcome

How To Work With A Startup

Emotional Growth

3 People Inside You

Punishment

Forgiveness and Failure

Easy for You (Not For Everyone)

Superpowers

My Addiction to Work

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Finance Internet Culture

Day 359 and SOS

A few days ago I wondered what project or cultural artifact was going to grab our mutual cultural attention during the Christmas vacation week? Something always does. One year it was fucking Quora if you can believe it. This year I’m ready to call it for $SOS at least if you are into Web3 and crypto economics.

On fucking Christmas Day these degenerates drop a contract to let anyone claim tokens who has ever purchased an NFT on the OpenSea marketplace. And people went ape shit. Suddenly someone had taken all the visible contributions from OpenSea and manifested them in a token and said this is ours. Fuck corporate dominance of profit your users hold the real value. I’ve never seen anything so ballsy. Last year when Wall Street Bets decided to taken on hedge funds I felt like we had entered a new era of community behavior.

An emergent community has swum up from the sea and eaten the lunch of a supposedly greedy centralized platform. Web3 just attacked what we didn’t even realize was Web2. A crypto darling turned parable for centralization in the space of a few years. $SOS seemed to say community owned this value all along. The airdrop showed us the balance of power in a web3 community if we all work together. I’m so impressed by the sheer cultural force of the statement. It could all go horribly awry but god damn if it isn’t utopian.

I’ve got not fucking clue if this is a legitimate contract or not. I’m not going to FUD. But from a first principles, we are building a new internet where the incentives of the users align with the technology statement, then this is quite a shot across the bow. Also I’m pretty sure this makes it harder for OpenSea to IPO if their user base is in open rebellion against who gets rewarded.

The thing is I believe Devin to be a well meaning and genuinely forward thinking guy. He’s a terrific communicator that set out with the utopian intentions that we all do. But we are moving so fast with breaking cultural norms and acceptable societal level rewards for contributions to an economy that I think we might have just spiraled up to some kind of cultural singularity. Crypto might just be moving that fast. Whatever happens this is one of the coolest things I’ve ever seen from a startup. Score one for the anonymous degens.

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Aesthetics

Day 357 and Festivities

I’ve had a bit of a comically disastrous holiday season. Early in December I tore two ligaments in my ankle. I was immobile stuck on the top floor of the house for about two weeks. Just as I was getting back my ability to bear weight on my feet my husband Alex got really sick. At first we thought it was a cold. But surprise we both had Covid! Cue quarantine.

Tomorrow is Christmas Eve and we’ve done nothing remotely festive all month. When I was off my feet it didn’t seem achievable to go get a Christmas tree. We had this idea we’d get it once I was walking because well picking out the tree is part of the fun right? Turns out this was a tactical error as now neither one of us can go anywhere as we are isolated at home so we don’t spread Omicron. No pine scents and twinkling lights for us!

The funny think is Christmas I went all out on making our home as cozy as I could. With the pandemic isolating us I felt like it was the perfect opportunity to enjoy a season of light at home.

And I went all out. I spent like $200 on shipping IKEA ornaments & candles. I bought out the entire seasonal line up at Trade Joe’s. I bought a fucking stand mixer and made five types of Christmas cookies. I stuffed boots for St Nick’s Day. I baked rolls and light candles for St. Lucia. I made an elaborate 3D advent calendar. I sent hand written Christmas cards. And lest you think I ignored Chanukah we made latkes from scratch. We lit the menorah and said prayers each night. We did the traditional Feast of the Seven Fishes for Christmas Eve. We did stockings. We made a roast. We watched Die Hard. We got Chinese delivered.

But this year we’ve done nothing. Absolutely nothing. I haven’t even do much as done a boxed cookie recipe. No candles have been light. No advent doors opened. We haven’t eaten anything I’d qualify as even remotely seasonal. I’m not even sure what we’d do at this point we are both too exhausted to cook.

But I don’t feel bad about it. Maybe I’ll get a pie from Whole Foods. Maybe it’s because I did so much last year that I don’t feel like I’ve got to celebrate in any particular way. For me Christmas has always been about receiving the quiet optimism of a better future. The end of the year and the transition to a new one is a reflective space. I don’t need it to look any particular way to feel the spirit of the season. I’ve been so incredibly lucky this year. And even in the last month, bad as some of it was, I’ve achieved more then I could have imagined. I’m going to be alright no matter what.

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Finance Internet Culture Startups

Day 353 and Wagmi

Gaming is what finally pilled me on crypto. When I took a medical leave a few years ago I felt isolated. I picked up a number of social games as a way to feel connected to other people. What started as fucking off ultimately transformed my perspective on investing. I didn’t know it yet but it was setting the stage for my fascination with web3.

I made friends. Real friendships despite none of us ever spending time together IRL. I made friends all over the world in completely different places, from wildly different social and economic classes, and we all easily collaborated to win together.

And while this sounds obvious I learned just how much talent and intelligence is evenly distributed to my fellow humans. The only difference between me and many of my fellow gamers was that I was born with a good passport. While everyone had the same access to internet as me, what they didn’t have was the same access to to global markets as I did. We could play together but we couldn’t invest together.

Their ambitions were cut short because of geopolitical decisions that had nothing to do with their ability to contribute and accumulate meaningful value. I had always known this intellectually, but never before had I been so deeply emotionally connected to so much human diversity as I was through gaming online.

Frankly it radicalized the fuck out of me. People in the West have no idea how good they’ve got it. And it’s a crime that we are not all actively working for all of our species to have equal access to markets. It’s just fucking time to drop the colonialism and the exceptionalism and combine our ambitions. We’ve got big problems to solve.

For me wagmi is some powerful solidarity shit. And I’m basically a foot soldier to the plutocracy. I am at the top of the food chain. I’ve get every reason to want to rent seek and act a protectionist to preserve my place. But thanks to something so simple as playing with others got me back to the golden rule. Do unto others.

Web3 offers a radical cultural position that everyone should own their work and everyone should compete with the same rules. When we say “we are all gonna make it” it’s an optimism about the kind of future we can build together. Sure the wealth is good. We need those incentives to come together. Markets operate on self interest. So let’s use that slay the beasts of collaboration and make stuff together. Wagmi.

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Preparedness

Day 351 and Preppers

The smartest people I know are preppers. Not the end times doomers and apocalyptic types; preppers I know are regular people who happen to have the means to get ahead of disasters. And they are quietly preparing for a much harder century ahead.

There is a significant amount of optimism in my world right now. Crypto and web3 has done well for startup people who saw the promise of blockchain early. But also more traditional startups like SaaS companies are having boom times as well. Every aspect of the pandemic has made life appreciably better for technology workers of all kinds.

Permanent work from home freed us from expensive cities like San Francisco. A stock market buoyed by stimulus made our equity heavy portfolios soar. We have been able to isolate if we want. We’ve had only the upside of the pandemic and born few of its burdens. We are the undisputed winners of the pandemic. And we see how that victory is fragile. An accident even. We did little to earn our comfort.

And so we are preparing for bad times. I’ve got multiple friends who have moved to rural communities from metropolitan cities where they have lived for decades. They are investing in farmland in some cases. In others, just little upgrades like gardens and chicken coops in small towns provide a bit of resilience. Gentleman farmers are making a comeback. Homesteading is to millennials what “back to the land” was for my boomer parents. Some of it is cozycore but a lot of it is genuine desire to get back to making things that keep us alive.

I’m seeing it increasingly from people who work in finance as well. There is a kind of quiet consensus that it’s wise to prepare for winter. Even in the midst of growth so impressive even the Fed is finally acting on inflation, the savvy finance folks know our world has risks. We talk about downside protection and portfolio diversification. But we also quietly talk about tail risks, complexity science and anti-fragility.

It’s not the we are Cassandras assuming that we live in a permanent bearish state. We aren’t convinced that if Rome falls so do we. If anything most of us are optimistic bulls who believe the best case scenario could show us into a new exponential age. But also many of us live in America. And who knows if America’s political situation will remain stable. Our liberal party can’t govern without panic and incompetence and our conservatives are openly adopting populism that flirts with fascism.

Add in that the regular climate driven catastrophes are now weekly. We are all aware it could be our homes in the eye of the next storm. And well it’s rational to be concerned that the world will be more chaotic. Some of us, including me, are convinced it will be an age for making fortunes.

But we aren’t idiots. We believe in scale, specializing and capitalism. We’d also like to know how to manage our own vegetables out back. It’s wise to know your local farmer and dairy. It just tasted better. We know it’s more resilient. Being decentralized may add in some additional friction. We think that’s a good thing in some cases. Why do you think we invested in Bitcoin?

Now I’m not saying we are right. I have no idea when or how some kind of disaster will befall us. But I am saying it couldn’t hurt to have some bottles of water and a couple weeks of food on hand. I’m saying you should prep. DM me if you need help.

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Biohacking Finance Internet Culture Medical Startups

Day 350 and Web3 Healthcare

Imagine you’ve got a disease with a clear biomarker. I’ve got an autoimmune condition called ankylosing spondylitis. One of the ways to spot it on a blood test is to look for an elevated CRP or sed rate.

Maybe I want to find a way to connect with other patients. I provide proof of biomarker to join an autoimmune discord just like you provide proof of ownership of an NFT like they do in the Bored Ape Yacht Club. Maybe I want to join a group of other patients who are pooling their medical data so they can stop being in an N of 1 and have a chance to participate in new research for my own disease. I could join AutoimmuneDAO and contribute to funding, meme-ing, and researching my condition. If we discover a treatment protocol or drug through our DAO we’d have ownership in it. Imagine a token for your own patient DAO. This isn’t as crazy as it sounds. VitaDAO is doing this for longevity research. This is the future that web3 can bring to healthcare.

Quantified self and biohacking have improved my health significantly. But on its own my personal health data has little value. You would maybe pay me a few cents for my biometrics. The real value of that data is in the aggregate. That’s why I pay Whoop to manage my HRV data and why they won’t offer data interoperability.

The value is in the algorithm. But without me and without my data it wouldn’t be worth anything. They have a product and an algorithm because of my biometrics. And yet we’ve found no way to meaningfully integrate ownership and interoperability in healthcare yet.

Let me give an an example. There are multiple companies that make their money by recruiting clinical trial candidates. Why? Because you need aggregate data to run a study. Those companies have the same basic data analytic team as a marketing team at a direct to consumer product company. They know how much a patient (or customer) is worth and the cost to acquire them. You are worth a lot because you represent a demographic that has value in its totality. And yet most clinical trials fail to recruit people because patients just don’t see a benefit to participating. You’ve got no ownership or upside and the costs are significant. So science suffers.

But what if instead of being valuable to marketing and recruiters you could own a portion of the aggregate? Being a token holding biomarker “proof of disease” validated member of a patient research DAO flips the incentives. A breakthrough on a disease that treats you and you’d also own some of the proceeds of it’s intellectual property. Whoever brings web3 to healthcare is going to be doing a significant good for humanity. Web3 can improve diseases, move forward science and get us all paid.

Categories
Finance Startups

Day 348 and Empathic Investing

The best investor I know is Cyan Banister. When I was coming up in the web2 world I got to watch how Cyan handled early stage relationships. She brought total empathy to every interaction I witnessed. The kind of candor, kindness and willingness help her founders eventually set the template for how I wanted to work. I wanted to invest with my whole self like Cyan.

While I doubt it was the primary motivation or even expected outcome, Cyan’s angel investments are some of the best returning of the generation. If you subscribe to Alex Danco’s theory of social capital and angel investing this kind of investing is playing an infinite game. It clicked for me then that the real edge you can bring to the earliest stages of startups is an open heart. An open heart gives you an open mind. And everything else is a matter of tactics from there.

Creativity comes from seeing something in a completely new light. A change in metaphor can lead to tangible physical discoveries and complete cultural revolutions. Science fiction gave us the tricoder and the internet. Imagination literally helps forge the future. So it’s important if you want to spot the catalyzing “this changed everything” moments that you be open to seeing the world in an entirely new light.

While I obviously have an investment thesis on the macro level events shaping market demands, it’s not practically nearly as helpful in the day to day of investing as just being human. Creation is volatility. It’s not usual for a founder to bounce between terror and euphoria on the same day. Imagine how exhausting that can be when your entire life is always fight or flight and fear or famine.

My only job is to show up for a founder in that moment and accept them for who they are. They need to trust me enough to tell me if they are scared. Trust me enough to share their biggest wildest dreams. It’s a delicate and intimate thing to be there for someone no matter what. But I firmly believe that is what it takes to build something worthwhile. It’s never ever clear from the outset if it will succeed. The only thing we can truly have confidence in is our ability to solve the problems along the way. Chances we’ve seen the tactical playbook and can help you solve those more easily. Many of us come with baked-in operator skills like acquisition or operations. We can teach you that.

While this may all sound utopian, or if you are a bit cynical, even maudlin I assure you this is the most competitive way you can approach investing. If capital is simply a commodity you must infuse your work with real value to compete. If you have a lot of assets under management maybe you can add a lot of services. Large prestige funds with billions in AUM can offer that. But now you have to have bigger deals and surer outcomes so that impacts what you can invest in. Scale impacts outcome in all kinds of practical ways.

If it’s all about the capital then you can be beaten not just by a better term sheet (which just makes everything you do more expensive) but also by someone who brings intangibles to their place on the cap table. You know whose pro-rata doesn’t get cut? The person who showed up day in and day out before the round got competitive and every is kissing ass to get in. The founder remembers. And so does the empathetic capital. We win twice over because our deals are cheaper and we stay in them longer.

So founders and fellow investors ask yourself who you want in your corner from the start. You may find the smartest capital is actually the nicest capital as well.