Categories
Internet Culture

Day 689 and Dick Riding

As chaos continues to unfurl around the world, the tendency towards hero worship is getting out of control. Cults of personality are having a moment absolutely everywhere, even as we are treated to even more spectacular variants of the Emperor Has No Clothes. You’d think the recent flameouts in finance, technology and politics just this week would make us all a bit more skeptical of authority and yet that does not appear to be the case.

You cannot go onto Twitter without exposing yourself to someone’s daddy issues disguised as a low rent business school case study thread. I was concerned about the information hygiene as platform capacity degraded. But I honestly wasn’t expecting the first disease that actually emerged. Twitter is in the throes of an emotional venereal disease.

I am talking about dick riders.

If you are not familiar with the term, being a dick rider means praising absolutely every move of someone you perceive as having more power than you. Dickriding is a particularly uncomfortable form of reply guying wherein you praise absolutely every move of the person whose dick you are riding.

It’s especially virulent among regular people without personal expertise or exposure to the problem at hand. Not knowing any better is not however a prerequisite for dick riding. You can lend your credibility to someone else by using your expertise to rationalize just about anything.

Humans love power and hierarchy. I guess it makes us feel safe to believe that someone knows what the hell they are doing when we are afraid. But the sad reality is that we are all human. Even the most accomplished and brilliant among us are still saddled with bias, self doubt, insecurities and blind spots. If you are inclined towards the religious, we are all sinners. Though I’d recommend you combine that with a side of grace as I don’t mean this to be judgmental.

I realize it’s pretty funny to bring up the redeeming power of grace in the context of sexually explicit slang. But I do think it’s helpful to remember that even the worst of us have redeeming qualities and even the best of us have flaws.

So if you are tempted to engage in dickriding because you think someone is better than you, might I encourage you to consider that we are all equals in the eyes of God. Or at very least equal in the face of a good shit post.

I’m a straight woman so I like riding dick but I don’t know what excuse the rest of you have.
Categories
Startups

Day 688 and Hardcore

My generation of founders came of age during the peak of hustle porn. We were young and dumb, and even without the use of stimulants and nootropics like our Gen Z younger siblings, we got a lot done. Probably because we were well young and dumb. And it’s easier to do things with brute force when you don’t have better tools. Being hardcore made sense for some of us.

Alas if you burn the candle at both ends you may find yourself with an astonishing array of healthcare issues in your thirties. Which is astonishingly common in my cohort. I’m just one of the rare examples that is public about the dangers of overworking yourself. Hustle porn’s legacy is mixed. We lost founders to workaholism and occasionally much worse. A generation learned that mental and emotional health are just as important as physical health.

Hustle culture coincided with a lot amazing companies getting built but it’s not entirely clear to me if being hardcore is the only factor at play. Tempting as it may be to look for simple mono-causal relationships in life, the math of success is never that simple. Life isn’t an engineering problem. And even if life was an engineering problem, applying more force doesn’t solve all problems. It might even make a few worse.

I don’t want to knock hard work obviously. Im a firm believer that the basics never go out of style. Hard work is a given. Most of the greats are working hard because once you discover you have a natural talent then maturity generally encourages you to hone it.

Success is built from many fathers even if it’s mother is hard work. Proper resourcing, adequate incentives, teamwork and an effective hierarchy of respect within it are all factors. And let us not forget just plain old good luck matter just as much as being hardcore.

So tempting as it may be to give in to Twitter discourse narratives don’t get fooled into thinking someone that is successful has it all figured out. You don’t know what it took to get there and who brought it together. Don’t overweight success on its own. Nothing is ever that simple. Expect that the team you want to be a part of will demand that you demonstrate all of the above virtues and along with the necessities of hard work. But if it all comes together it is worth the sacrifice.

Categories
Finance Startups

Day 687 and Winter

It’s cold out there. And I don’t just mean metaphorically. Winter came early and hard to Montana just as the Farmer’s Almanac predicted it would. Driving back in from town last night after grocery shopping it was -3 degrees on the car’s temperature gauge just after sunset at 6pm.

It’s cold out there in the capital markets too. The federal reserve is raising rates to tamp down on inflation and the cost of capital is hitting the technology industry. Frankly I think we’ve all been waiting for an excuse to cut the fat and now we’ve got it.

But it’s going to have consequences for startups. Founders who have never had to live with the harsh realities of a down market are in for a surprise. Those juicy valuations in the private markets don’t work so well when the public markets can find safer returns in a Treasury finally paying out on a t-bill.

Let me play with a tortured metaphor to help you understand the situation. You think you understand how cold winter will be until you realize you haven’t had to work through a chill for over a decade. Sure maybe in your closet you’ve got a nice coat but when was the last time you wore it? If it was for a ski retreat with one of your venture partners then this metaphor is absolutely about to do double duty.

Surviving a bitter cold isn’t just about having a bulky down coat. Think of that as your cash runway. Without adequately rated cold weather gear to keep you alive you may find yourself tapping out. But it’s not just about the coat.

Keeping warm and staying productive requires some technique. Do you understand how to layer correctly? Do you have hats, gloves and scarves? I bet you walk around with ankle socks and Allbirds. That’s not going to go well in a foot of snow. Do you know how to eat for the cold? How about hydration?

Your team will need more than runway. They are going to need motivation to work with less fuel. You have to show them that the climb up the snowy mountain is worth it.

A winter startup team will need the skills and flexibility to work around problems that can’t be solved with money. Shit can and will go wrong on a long cold climb out of an economic winter. Creativity and belief must overlap with intuition if you want to make it.

And it’s important to remember lot of your team won’t have those intuitions. We’ve all been living in Miami and suddenly it’s -3 in Montana. And guess who gets to teach them how to adapt? You. You need to teach your team gently and with empathy what it will take. And they will makeup mistakes. Have you ever watched someone try to lace up boots for the first time? You might need to help them cinch.

I promise it is worth it though. If you are climbing the right mountain, and prepare adequately for your journey, the rarified air of a successful startup is invigorating. And the view from the top isn’t bad. If you need some help thinking all this through as a founder drop me a line Julie (at) chaotic dot capital and I’m happy offer some Sherpa advice. I lived though 2001 and 2007 (I even got laid off during RIP Good Times) so you can rely on me for some elder millennial wisdom. Stay warm!

Categories
Culture

Day 686 and Code Switch

The social contract in America is breaking down but none of us have agreed on the new rules yet. Of course, some populations have never lived within the consensus social contract in America.

And yes there are a lot of Americans that don’t live inside our social contract. Being black or queer (or god forbid both) even in 2022 means speaking a foreign language in your own land. If you aren’t familiar with the term code switching I’d encourage you to look it up.

I’ve almost always lived within consensus norms. At least appearance wise. I pass as a nice white lady with a nice seems white husband. He’s Jewish so only the incredibly woke or the incredibly racist disagree. Though eventually even that protection may give way if we don’t have children.

Code switching isn’t cost free. You’ve got to think about your audience constantly. You adjust who you are based on the acceptable norms of discourse. And it’s an exhausting exercise if you’ve never had to do it.

One of the reasons Twitter has been such a combustible place is that people code switch all the time. If you get caught in a context collapse situation where what you said is fine in one community and heresy in a another you might find yourself getting canceled. Speech norms have always been context dependent.

I’ve recently become more aware of how much code switching I do because I’ve been trying to solve a problem that isn’t considered polite to have in rich stable white American society. If you follow me closely you know it’s related to immigration.

I really need to fix this problem so I’ve been asking around quietly and obliquely trying to sense my way around adjacent communities with rules that won’t turn me into a pariah. And it’s a ton of work. It requires the kind of sensitivity and social graces I’ve previously prided myself on only to discover it’s just the rules for the Western upper class whites. Everyone else knows justice isn’t for them.

As you might imagine plenty of people live with entirely different contexts and social graces than the Eurocentric worldview. And they are all fully and completely aware of the indignities of my problem and the varied ways in which one solves for it. And no one is judging me for it. But it’s been a bit shocking to me. I fully believed playing by the rules would eventually reward me. And of course that’s the real reasonable we code switch. Because different rules apply to different people.

Categories
Internet Culture Media

Day 685 and Brainworms

I am very good at media. It’s a passion as well as one of my few hobbies that has stood the test of time. If I wanted a regular job I think I’d enjoy for more than a couple year stint I’d probably pick publicist. I say this add context to the topic I plan to discuss.

Because I’m so experienced (and also naturally talented) at the attention disciplines, I can spend time consuming information that isn’t mentally or emotionally hygienic for the average person. I have outstanding informational immunity. I stare into the abyss so others don’t have to. I monitor it all, from extremist groups to the most normie mainstream media. I have always made my living by intaking and organizing information.

Unlike your drunk uncle or wired Gen Z nephew, I can withstand information environments designed to “pill” you and hijack your dopamine responses without ill effect. Frankly I’m disappointed I’m not a literal William Gibson character as I certainly feel like Cayce Pollard existentially.

So I hope you take me seriously when I say I think it is time for all of us to pull back from extended raw regular Twitter consumption for a little bit. It has become an info-hazard rapidly and almost accidentally as its new management attempts to reinvigorate features and drive cost cutting (some of which I support). I don’t know if it is going to collapse or get reinvented but Twitter as it is right now is unstable.

The degradation of features and rules of engagement is happening too quickly and unpredictably for me to surf continuously like I have in the past. Context collapse is pervasive. There are gaping holes in informational hierarchies from experiments to both nerf and boost accounts through verification chaos. Responses from trusted accounts don’t make it to my alerts. I used to browse on reverse chronological non-algorithm view but it appears so broken in my feed it’s unclear how or why things are being surfaced.

And these concerns barely scratch the surface. Twitter’s immune responses to competing agendas, trolling and chaos agents are broken as the duct tape and physical labor of its team has been slashed. Raging information infections that typically remain contained to their ecosystems are spreading to main feeds. You cannot control your information environment when it is collapsing all around you.

You are going to get brain worms if you are not careful. If even a twenty year professional with exposure to the darkest corners of content (from 4chan to Gawker to groypers) no longer feels safe in this information war zone than you might want to consider restricting your own consumption for your own mental and emotional safety. I’ve decided to cut down on browsing until the platform stabilizes. I’m rebooting my email inbox and newsfeeds. I am choosing to open news apps directly rather than waiting for my networks to surface news. I just don’t feel safe drinking from the raw feed on Twitter right now.

In other words, if it’s not safe for me then it is definitively not safe for you.

Categories
Finance

Day 684 and Newcomb’s Paradox

I like mathematics. I’ve got very little talent for arithmetic but formal proofs were something I could feel my way through. I only learned this by failing regular calculus so badly and getting rescued by my roommate who is the scion of a very important family in algebraic topology. Bet you didn’t know that was a thing did you? He showed me that mathematics isn’t about numbers at all but about the logic of the universe. Also he kept me from flunking out. Thanks Tom!

I know the above sounds silly, but in academic circles math is one of those “purest” of institutions where cognitive processing power matters a lot and absolutely nothing else. They are some of the most deeply impractical and removed from reality types of humans you will ever meet.

I’m autistic enough that I found the company of this type of human deeply comforting as they comforted me though my shame based need desire to be normal. Literally no one will make you feel more normal than someone that works in formal logic and it’s adjacent philosophy of decision theory. I bet a lot lot of pretty girls with daddy issues have found this to be true if the LessWrong community is to be believed.

Because of how close I was to my roommate (and still an even though we don’t see each other enough) I got to spend time with a lot of utterly bizarre math people. And it really runs the gamut from those who are functionally pirates who can barely feed themselves to the founders of Renaissance Capital. They are a good time generally speaking. Extremely chaotic people who drink thousand dollar bottles of champagne from solo cups while discussing science fiction are my definition of a good hang.

But they are not what you’d call standard issue humans. If you’d like to know exactly how, ask them to explain how being three standard deviations from the mean has affected them and don’t interrupt them for thirty minutes. I am an outlier in many ways. But I don’t hold a candle to some of the folks I got to meet.

The reason I titled this post Newcomb’s Paradox is because it is thanks to early exposure to mathematics that I got to explore the complete irrationality of rationalism. Newcomb’s Paradox in its simplest format tells us that in an irrational system it is not rational to behave rationally. It is a paradox because this is both true and not true.

If you have some common sense you are not immediately knocked on your ass by this revelation but it turns out to be so unnerving. Unfortunately for some folks at the edge, which is most folks who are mathematicians, it might also break their brain. Effective altruism is now being blamed for its adjacency to the entire Sam Bankman Fried committed fraud at FTX scandal because they took the paradox entirely too literally and not at all seriously.

And given the dangers that can come from extremes perhaps more of us should be spending time with mathematicians. Math pirates when combined with high finance and potent philosophies might need tempering by those of us only two standard deviations out.

Categories
Emotional Work Finance

Day 683 and Goverance

I’m not a big fan of early stage venture investors meddling too much in the day to day of their portfolio companies. Asking for too much reporting and too frequent board meetings can be a huge source of momentum friction.

But I am a big fan of corporate governance. Even right from the very start. You should have agreed upon avenues for settling issues and disputes from the moment you have assets bigger than an Ikea couch let alone a 32 billion dollar valuation company. A lack of governance structures can lead to deeply destructive behavior even if you aren’t a sociopathic rich kid bent on committing fraud.

As much as it may seem irritating to set up formalities like a full board and agreed upon voting rights structures, you will regret not having it if something goes wrong. And something will go wrong. I’d go so far as to say Murphy’s law is an immutable law of the universe. What can go wrong will go wrong.

The intense pressure of a startup is what turns the lump of coal that is your vision into the diamond that will be worth something in the open market. And pressure is often destructive. People who otherwise respect and trust each other can slowly find themselves deeply at odds.

Just think of your worst breakup and imagine that intensity playing out in ways that impact everything you’ve worked to build. If you’ve ever gone through a divorce I’m sure you understand. Let me tell you a little story about one of my breakups to illustrate why you should set up governance right form the start.

My easiest personal breakup was also one of my worst. We’d moved in together and devised an elaborate set of budgets and savings protocols. We’d combined belongings. We even set up a shared bank account. He was a corporate governance lawyer at a very aggressive firm. I was working a lucrative corporate job but preparing to go back to startups.

While he wasn’t a contract lawyer, he did have enough common sense to suggest we write up a relationship contract complete with dissolution protocols. I thought this was absolutely brilliant which I’m sure tells you a lot about how I operate. Absolutely all of our friends thought we were nuts. Including a colleague and friend who would go on to be one of my board members down the road.

I was in Colorado for my mother’s wedding. I’d expected my boyfriend to join me. But we’d been discovering that all our good faith attempts to arrange the perfect relationship structure was nothing in the face of widely disparate personalities and risk tolerance. No amount of mitigating structure could overcome those differences.

When I came home he’d triggered our breakup clauses and moved out. Everything was done by the governance protocols we’d set out. If I’m absolutely honest I was relieved. My biggest annoyance was losing the Vitamix blender that was his property. As furious and heartbroken as I was at the time, I didn’t have any avenue to engage in my worst most defensive reactionary emotions. Neither did he. Which was extremely valuable as I hadn’t at age 26 gone through the therapy that helps me productively channel negative emotions now.

My ex-boyfriend and I are still friends to this day. Sure it took a few years for us to come around but we’d avoided a scorched earth situation despite the significant risks we’d engaged in by moving in and combining our lives and fortunes after a relatively a brief period. The damage was mitigated by a shared understanding of how we’d manage downside protection and whose rules we’d consider binding.

While I’m sure this sounds a bit weird, I do think it’s a helpful illustration of why even the most optimistic scenarios benefit from guardrails and mutually agreed upon avenues for pursuing a dissolution or change in status.

No matter how calm and rational you think you are, there will be scenarios that trigger deep emotional patterns. If you vomit up those childhood coping mechanism emotions, you need to clean it up even if it feels shameful and embarrassing.

I’d also say it probably tells you a lot that I’m telling you a deeply personal story about a breakup in a personal relationship and not my actual board experiences. There are some secrets you take to the grave and how you failed your business partners tends to be one of them. How they failed you is another. I’ve had reason to be grateful for corporate governance guardrails at all of my companies. Because that is human nature.

So no matter how early it is in your startup journey you should be considering how you’d handle tough times. Set up a board to help you work through and arbitrate disputes. I know you cannot imagine it now but you won’t regret it.

No one is ever fully immune from disagreement (or even disaster) and you owe it to yourself and your partners to set up fair resolution issues from the start. Plus if you happen to have partnered with a sociopath you will appreciate the modicum of protection offered by binding contract law or consensus mechanism contract execution. And if you really want a Vitamix make sure you put that in the contract.

Categories
Emotional Work

Day 682 and Almost

My original handle. The very first one I took into social media. Which today couldn’t function as a signifier in 2022 given the acute gender essentialism culture war. The handle was AlmostGirl.

I began writing in university (maybe 2005) about my deep deep deep ambivalence about adopting any culture or identity symbol of consensus success. How I continued to be offered entry into luxury spaces and class identifiers I couldn’t stay. I continued to fail at being part of the status quo. I could only ever be “almost” the thing. As you can tell I’ve been painfully earnest most of my time online.

When I was younger I regretted my inability to fully commit to what I was supposed to want. I’ve really always failed at attempts with adopting conventional status symbols. I always craved being at the norm of whatever was high status. But I just won’t commit to the bit.

Categories
Aesthetics Emotional Work

Day 681 and Boob Tube

In a sign of how emotionally over this week this week I am, the first thing I thought when I woke up was “I’ve got so much good tv to watch!”

I wasn’t allowed to watch television as a child. So it’s a bit ironic that it is my personal view as an adult that television is America’s best developed art form. While one can’t deny that impact American film, music and fashion, it is our television that moves global culture. Only Bollywood and anime have even come close to its impact in the last several decades.

I truly love television as a cultural mirror. I don’t think you can work in any of the culture industries (including Silicon Valley) without being aware of the mythology of television. Our archetypes and tropes are reinvented and reimagined over and over as references become anchors. No art is so naturally effective at reinvention as television returns episode after episode and season after season. No story is ever finished.

I’m particularly pleased that so many stories are returning this weekend. I’ll be watching new seasons of Mythic Quest, the Crown, Yellowstone and the Good Fight. Which is quite a lot of television for one person even on a weekend where you want to do nothing but tune out to the boob tube.

I’m only adding two two show new to my rotation this season and one is the absolutely excellent William Gibson project on Amazon called Peripheral. No one has ever done the near future as well as Gibson and his take on the Jackpot is already playing out. My last public event before the pandemic hit was a reading of one of the books that this shoe is based on It absolutely deserves wider recognition.

The other is a show I just began is called Reboot. It is an is oddly not at all solipsistic look at making a sitcom from the vantage point of formerly estranged father daughter pair of show runners. As someone who also followed in the footsteps of her father and has complex feelings on abandonment and family legacy it has been quite a comfort over the last week. As I look at history repeating within the context of my own family and within the wider financial markets, I appreciated considering that perhaps we are capable of overcoming our traumas. And that maybe all our parents ever wanted was for us to learn from them.

Categories
Emotional Work Finance

Day 680 and History Repeating

I found myself crying my eyes out to my therapist this morning. Just full on sobbing. Nothing bad actually even happened to me during this week’s chaos. In fact, I’ve spent the last year or so preparing Alex and I for a downturn. I wouldn’t be much of a doomer if I didn’t swing into this downturn prepared.

It just all felt too familiar. It felt like the worst days of fear and insecurities from my childhood playing out all over again. My family went bankrupt during the great Web 1 unraveling. And I’ve never forgotten it’s lessons.

I remember feeling like I was in a secure situation and then learning in dramatic fashion that it was all gone. That all the hopes, dreams and aspirations that my father had done so much to prepare me to reach for (including a lot of very expensive colleges) would likely be out of reach. We’d be starting from scratch again. I hadn’t really had a lot of time to enjoy being a poor little rich girl. It was over too fast.

My father is a truly entrepreneurial man. When I was born the family lore is that he was pitching a edtech company. We were a startup family. We lived in Fremont which is (was) the shitty poor town. I suspect it was a lot harder than I even remember.

But dad found a way to realize his Silicon Valley dreams. He brought software to millions of people. He really did do the thing. And for a few years during the boom times it felt like we might be wealthy forever.

But finance is tricky. Lock ups can fuck you up. So can leverage. We had both. And then of course regular old fraud happens too. Yay.

But it wasn’t in vain. I learned those lessons well. I swing big and I bet on the future like my dad. I believe in people and in genius. But I also keep a balanced portfolio and back up plans.

I believe in exponential growth. But I also believe in the cost of capital. Sometimes money is cheap. Too cheap. And you need to prepare for when capital is expensive again. Because the laws of physics tell us that energy cannot be created or destroyed. And until someone smarter than me proves the laws of thermodynamics wrong, I will operate based on them.

And I am ready for the dark days. Both because it is literally November but also because I believe we’ve got chaos ahead. And if I’ve learned one thing from my childhood it is that you can survive it. It just takes a little bit of preparation. Which I’ve done. Everything else is just a case of history repeating.