Categories
Startups

Day 392 and Deal Flow

I wrote about my general philosophy about the futility of the typical hour long deck based venture pitch two days ago. I explained that I’d rather have a conversation with founders.

So if you want to pitch me just hop on over to a Telegram chat or my Twitter DMs. Let’s talk and learn and share and then I can really see your passion and vision and we can both avoid canned performative shit.

Well since then my Twitter DMs have been filled with amazing chats with founders of companies as diverse as consumer products, marketplaces and web3 games. The stuff people are cooking up in crypto is wild. Thought not enough SaaS tool pitches though so clearly I’ve got to get more mindshare there. Note to self to impress Jason Lemkin or something.

I’ve taken a dozen pitches now through direct messages and chats. It’s worked amazingly well. Maybe I owe a drink to Sam Lessin as he came out strongly against Calendly right after I wrote this post.

So pitch me however you like to communicate. Plus, don’t we all die inside a little every time someone sends a Calendly link?

So I’ve got to say I hope I became known as the slide into her DMs VC as this has been a lot more fun than trying to play calendar sync with dozens of people. That game sucks.

Categories
Aesthetics Internet Culture

Day 391 and Breath

Daily overstimulation is starting to rub the pressure sores of America’s downer induced depression into a full blown mental health crisis. Like, even more than usual. War with Russia in the imagination, inflation and market volatility coaxing a recession, culture war skirmishes over every basic fact in the pandemic, along with generalized anxiety are fucking us up focus wise. And every propaganda outlet and publicist on the planet is having a field day.

I’m listing to The Prodigy’s Breath and mumbling lyrics like pyschosomatic insane. So I guess, come play my game?

I try not to listen too much music as it overstimulates my nervous system to be honest so its kind of rare for me to have Spotify playing. I’ve got a finely tuned propaganda radar that benefits from sensing subtle shifts in tone and extremely online discourse. I can’t do that if I’m too worked up from the rough stimulus that comes from pop music. I mostly use it to run my portfolio and investing but sometimes I think I should really be used in the service of some autocrat or multi-national. I’m the doubt factory

I guess it is nice I can make a buck during the end of the empire. I’m one of those post structuralism, post-capitalism babies. A regular Bane “born to the darkness” of hyper objects like markets and climate change. So I guess I’d better be molded to being the kind of villain that survives a world of agitprop and meme warfare. Thanks Adbusters!

Frankly I’m having a fucking blast. Sure I’m scared I don’t have my homestead property all shored up for civilization hiccups, but I’m of the mind that the crumbles is going to take a while so might as well enjoy the gains that come from a massive upheaval. I guess its true venture capitalists are ghouls. I mean at least we aren’t private equity carrion birds but it is wild that the system rewards a class of people that invest in creative destruction.

But even as I want to paint myself as bad, I do stereotypically think what venture capital does is often good. We can’t predict second order effects. Chaos theory doesn’t let us see all the future paths. But stochastic as shit power laws are just math so we’ve got a shot at accidentally making things better. So while the agitprop tries to sway your opinions might I recommend you just Breath? That is my professional advice.

Categories
Finance

Day 389 and Bear Down for Midterms

I used to be something of a perma-bear. I was always somewhat convinced that bad shit was just around the corner. I guess you can see that in my persistent interest in doomer culture. But as the world continues to experience “the crumbles” I’ve softened my general stance on everything is awful.

Crypto is arguably responsible for much of my stance. For all the bitching about Web3’s lack of decentralization and heady “takes” on how this has all been done before, I actaully do this think is the next wave. Do I think we are due for a lot of crashing and failures and unrealized promise? Also yes.

So when the market decided to do a January bubble bursting I was surprised at how sanguine I was. I kind of didn’t believe it was going to turn into a full blown recession rout. Now this is not to say I don’t think stuff is frothy, as I clearly do. But I think the weirding has so confused markets that who knows when contagion bubble popping is going to hit for real. I don’t think we are there yet.

And indeed I started this post in the morning and by market close stuff kinda bounced. Maybe a dead cat bounce. But who even knows is my point. I don’t think we will see a genuine correction till a real market leader like Facebook or Microsoft pulls a Worldcom or an Enron. I wouldn’t be shocked if it was Tesla but I ain’t playing that short. I think it’s more likely that “Meta” fucks itself in the transition to the metaverse or whatever and then we get a real systemic crash. Right now no one gives a single fuck if all of crypto goes to zero. We need much bigger game to drive a recession. Systemic Lehman brother shit.

Which is long way of me making an elaborate Community joke. That TV show with the Talk Soup guy. They had a plot where someone misspoke or made a bad joke and the theme at their community college dance was “Bear Down for Midterms” and no it isn’t a real phrase. My basic feeling on a recession is that the Fed will toss us a couple rate hikes to deal with inflation. But half of America is convinced the pandemic isn’t over. Congress could be talked into more stimulus since the midterms are bearing down on us and well the Democrats are going to lose. The exponential age, the end of American empire and global weirding means no one knows what is going on. The next real marker on our calendar is the midterms. So bear down for midterms. I’ll be wash trading to get some actual cost basis losses till then.

Categories
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.

Categories
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.

Categories
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

Categories
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.

Categories
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.

Categories
Politics Preparedness

Day 346 and Pandemic Inequalities

The last two years have been pretty good for the wealthy and pretty shitty for everyone else. Mostly because when governments slash interest rates and pour in stimulus, it’s the wealthy who can flood into equities and secure loans that make money functionally free. Everyone else has to rely on salaries that are paid in a currency that is being inflated.

I don’t think we are coming back from this widening division. It started before this anyway. The Great Recession and the Global Financial Crisis decoupled a lot. And you can probably blame the rest on Reagan. Hell go back to Nixon and the gold standard. Doesn’t matter. Compound interest and power laws have pretty clear math. The rich get richer.

But I’m somewhat more offended by the cultural chasm that is emerging. The labor class that lives under restrictions and fear while the elite with good passports and wealth move into Dubai apparently.

In a very fine demonstration of the power of public relations, The UAE appears to have placed glowing article in the Wall Street Journal about how Dubai is the new Covid free home of the monied. It’s a fascinating piece of propaganda about freedom to live life and do business. As long as you can afford it. It’s expensive to move to Dubai but once you are there apparently life is back to normal.

Sky high vaccinations and low taxes make Dubai a pandemic boomtown. Open borders and low infections are drawing the wealthy, businesses and tourists.

If you aren’t wealthy enough to pick up and start life over, you are stuck with whatever restrictions your nation places on you. Or conversely, you accept the risks of local transmission, vaccine uptake & political disposition of wherever you live. If you want to travel good luck with things like visas and the expense of quarantines.

I don’t know why this offends me. It’s been clear from the start that some people have had very different pandemics. The middle class has had the benefits of work from home. It’s been the working class that has had to live with all the risk and restrictions. But I do find it a bit upsetting that we are accepting new tiers of global citizenship based simply on your ability to pay to be without Covid cases. Since we can’t end this together I guess we are doomed to escape it on our own with our own abilities.

Categories
Internet Culture Politics

Day 326 and The Long Now

A culture lacking optimism is a culture without a future. Even before the pandemic, American youth had plenty of reasons to temper their optimism. Inequality, corporate dominance, rising debt particularly for school, unaffordable housing, lack of social support for family, the changing climate and the frequency of natural disasters all tend to weigh on you.

I’m a optimistic person so I always presumed I’d find a way around things. And I largely did. I got an education. I started my own company. I sold it. I found I had developed a valuable skill set. I met a man through one of my best friends and we got married. All was well in my American dream for many years.

But cracks had always been there. Little details that made me question common cultural, social and political assumptions. I discovered the limits of modern medicine with a chronic disease. I saw the disaster that financialization could wreck on families with a bankruptcy. I wasn’t naive about our systems and their inequalities.

But the knowledge that the future could be worse than today wears on you. Once you start living in a liminal state it gets worse. The pandemic made it harder for me to believe in the future because the present became a holding pattern. Ben Hunt at Epsilon Theory calls this The Long Now.

The more we put off investing in a future the more the long now stretches on. We borrow against all the things that could build us a better tomorrow. And we fall back. We put off doing things that would make our future better because it’s rational to do so. What if things get worse?

I’m tired of living in the long now. I’m investing in myself. I have been investing in my body and my health. And I’m ready to invest in a home. Not because I particularly want to own property but because I want to stop the long now and believe that my future is something I can build.