Categories
Politics

Day 801 and Not Today

It’s been a rocky few days watching the crisis unfolding around Silicon Valley Bank and what would happen to its depositors. We’ve received our answer.

After receiving a recommendation from the boards of the FDIC and the Federal Reserve, and consulting with the President, Secretary Yellen approved actions enabling the FDIC to complete its resolution of Silicon Valley Bank, Santa Clara, California, in a manner that fully protects all depositors. Depositors will have access to all of their money starting Monday, March 13. No losses associated with the resolution of Silicon Valley Bank will be borne by the taxpayer.

So that’s been a wild and scary ride and I guess we are kicking the can down the road. But I wasn’t emotionally prepared for a contagion on Monday.

Categories
Finance Politics Preparedness

Day 800 and Small Potatoes

It’s nice when a round number crops up in my daily journey of writing every single day. It’s even better when it’s colliding with the wider narratives of humans. If you aren’t paying attention to the news, Silicon Valley bank had a run on Thursday and was taken over by FDIC on Friday. Now the powers that be decide our fates. On day 800 we wait to see if anything has changed about capitalism.

I’m small potatoes so I’m scrambling for survival as much as anyone. But I’ve got a reasonably good head on me and I’ve seen this movie before. Literally. I watched Margin Call a dozen times this year. My family also went bankrupt in the 2001 crash and I was working in startup land during the 2008 crash. So this isn’t exactly my first ride on the roller coaster. I still get sick to my stomach though.

I think we are all about to have a significant conversation in America about trust and who is looking out for whom. I have my theories on how it plays out and over what time horizon. Very few of those scenarios and involves actually letting the american economy implode. But some heads will need to roll it’s just going to depend on the fates.

I really don’t feel like writing through some of this as it’s both personally traumatic because I’m a human being but also because I don’t know where this lands any more than you do. A lot depends on who blinks and who we want to scapegoat and how much we want to tolerate the unpleasant realities of who matters most. Not to be dramatic but every empire rests on a pile of skulls. It’s the degree to which this is literally true that changes over the years.

Categories
Emotional Work Startups

Day 792 and Level Ups

I know I am courting a bit of a crash tomorrow because I can feel just how much energy this week took. But I am feeling emotionally like I leveled up. I looked at a few of my emotional patterns this week pretty head on and redrew some boundaries. And this always improves my work performance.

The upside of journaling your thoughts and emotions is you have a back catalog of your own thoughts to compare against your eventual conclusions. You can look back and spot patters in your thinking and tie them together. Writing everyday can be excruciating but I never regret having done it.

I have to always remind myself that it takes a fair amount of effort and a high tolerance for being wrong in public. You have to get used to people disliking you and finding you distasteful. People want to put their emotional response onto you and the hard work of being an adult is not accepting what isn’t yours.

If you can tie that kind of self reflection into your professional life you get all kinds of unexpected level ups. You tell people about your own responsibilities and they trust you with theirs. You get to build great things together by building on shares humanity. The best business relationships I have are the ones where we understand what value each of our personal lives brings to counteracting of own limitations and blind spots. I’ll always work with someone who leads with their humanity first. Big visions get worked out together by trusting each others talents.

Categories
Emotional Work Startups

Day 785 and Not Overwhelmed

Life feels pretty nonstop for me at the moment. I’ve got three deals I’m working on that are about to go out for fundraising, I’ve got my own fundraising to do, and I’ve got eyes on me from press. Normally this would be a full plate for me but I am taking a trip to celebrate my father’s 80th Birthday this week.

Normally I’d be panicking about packing. And I did have a few little moments of anxiety about getting everything done today. But I’m actually looking forward to the trip even as I have all this professional excitement.

My father loves startups. He just lives for everything about technology. He never missed a Comdex when I was a kid. He still goes to CES even now just to see what might be out there. His enthusiasm for this world is clearly where I got it.

So I think I might be looking forward to bringing all of the energy around chaotic.capital to his birthday. My father wasn’t a particularly demonstrative father but I know he’s really proud of the career I’ve pursued. So it seems fitting that for a celebration of his life and this major milestone that I get to bring some of the world he loves so much with me.

Categories
Startups

Day 761 and Calls

Yesterday ended up being a big day for me. A couple projects that have been in the works for months for final confirmations. That meant I spent a lot of time on phone calls yesterday.

I hadn’t planned for Monday to be so busy. I have therapy in the late afternoons so I tend to back my mornings but I still leave enough breaks to come down from the energy and excitement of a big call. I find synchronized communications to be a little overstimulating so I like to meditate and do Wim Hoff breathing to break down my cortisol levels.

But I couldn’t make it happen yesterday. It was too much back to back. I went from an hour long fact checking media call right into my two hour group therapy session. I’d had a few other smaller calls before it as well.

My earbuds were the first to note the issue. With about fifteen minutes left in my two hour Zoom I got the 10% battery left warning from my AirPods. My technology realized it was time to recharge before I did.

And boy was the decay quick. The AirPods went bwoooop and went dead. I could feel myself getting a little dazed myself. As soon as I was off the call I checked my HRV using Welltory and found all my systems were drained. Too many calls has called on too few resources.

Categories
Background Chronicle

Day 729 and My 22 Round Up

I scrambled a bit to do round up of this year’s posts. I went through through each day individually and attempted to sort posts that grabbed me into succinct categories. I don’t want to call it a “best of” list so much as a set of themes and experiences that made up my 2022. It was quite a year.

The most popular post I wrote this year was my viral hit about dickriders by a huge margin. The tweet got several million views and the blog post got upwards of 50,000 readers. Nothing else even compares. I think my some of my most honest writing came through two days in May when Alex and I decided to buy our house in Montana. Day 499 and 500 respectively. But I cover a huge breadth of topics over the year so without further ado here is the list. In no particular order.

Twitter Shit

Dick Riders or Don’t Outsource Your Credibility

Excession, Nerd Wounds & Needing to Be Liked

Gender Politics.

Mommy Issues, Girlbossing, & Chivalry for Women After Feminism

The Cuckservatives

The Fuck Boys

The Thot Leaders

Startup Content

My #5Before40 Project to Build Chaotic Capital in Public

Managing Founders or The Rule of 3 Asks

How To Do Cold Outreach

Managing Winter As A Metaphor For Downturns

The Importance of Corporate Governance for Startups

Glass Cannons, Gaming & Going Critical In Startup Life

Accidentally Ahead Of The Fraud Trend

Shoot The Puck or Letterkenny as a Metaphor for Startups

Vibe Shifts, Web3 and End Times at EthDenver

High Agency People

How I Sensemake My Investments

Emotional Work

FTX, Crashes, And History Repeating

A Love Letter To My Husband About Chores

Being A Daddy’s Girl

Halfway There or 500 Days

Vinegar or Why Boundaries Are Good

The Emotions of Buying Your First House

The Emotional Security of Owning A Home

A Painting Without Shadows is Flat

A Deep Sense of Okayness

Watching Others Drown

Montana

Bozeman, Boulder and the Uncanny Valley of Progress in The American Mountain West

Hospitality, Guest Rooms & Welcoming

Leaping into Action or How A Wilderness EMT Course Helped Me Work in Chaos.

We’re Not In Colorado Anymore & Our Digital Barn Raising Move

Health & Biohacking

The Personal Politics of America’s Drug War

Aesthetics, Religion and Botox

The Poetry of Migraines & Stretched Time

A Meditation On Heat, Social Mores, Pain, and Texas

Tracker Jacker or When Your Health is Outside The Mean

Politics

Preparedness, Consumer Culture & Distrust

Margin Call & Collapse

Women & Bodily Autonomy, Young Male Reactionaries and Groypers

The Humiliation of America’s Broken Immigration System

Categories
Emotional Work Startups

Day 719 and Step By Step

I was discussing my goals for 2023 with a friend today. They wanted to know if I was planning on making any New Year’s resolutions. I told them that I wasn’t in the habit of using a new calendar year for making big changes.

Generally speaking if I want to do a thing I just start. I honestly feel like it’s far too intimidating to declare yourself to be some kind of fundamentally new person that will, as of a certain arbitrary day, make huge life changes. It’s too much pressure. One of my rules for biohacking is to only change one variable at a time. And I don’t make big changes to it either. 10% a week is good enough for most goals. Anyone familiar with the magic of compounding knows that small changes add up to big numbers.

Which isn’t to say that I haven’t started big life changing projects on January first. If you count back from 719 you will notice I first began writing on January 1st 2021. I did indeed resolve to write every day. But I hadn’t intended it as something I’d keep up for a specific amount of time. I’d hoped I’d practice my writing for thirty days and I allowed myself a little fantasy about how amazing it would be to write for a thousand days.

A thousand days seemed like an impossibility at the time which is why I allowed the fantasizing. My pragmatic side said just get started and see if you can keep going. And I did. I put one foot in front of the proverbial other for two years. Now I’m relatively confident that if I want to do so I’ll make it to a thousand days.

I approach most goals like this. I had a fantasy that I could make it as an investor. I was a founder so I thought let’s wire some small angel checks. We were already committed as a family to being startup operators so why not combine our skin in the game with a little more capital risk with our network.

I never envisioned myself raising a fund and making some big announcement about how I had a venture fund. I just started learning by doing. I cut checks. I ran some special purpose vehicles. And this year I decided to one-step-at-a-time go about raising a rolling fund. I am just doing the thing one day at a time. And it’s going well. Amazing people are coming on board. I am confident I’ll reach my goals just by putting one step in front of the other.

If you’d like to join me my goal is to raise $500K per quarter. I’ve got folks like Joel Spolsky of Stack Overflow and Michael Pryor of Trello so you will be in good company. You can read the fund overview here. Yoican sign up on Angellist through the above link or get on a call with me and we can discuss the fund, our portfolio construction and my thesis. Because I intend to work through the holidays because it remains one day at a time.

Categories
Internet Culture

Day 717 and Walled Garden

The walled garden debate is back in Silicon Valley. What is a walled garden you ask? It’s a closed ecosystem in which your entry, exit and experience in the garden are controlled by a central entity. While modern social media has very centralized ownership structures, we’ve basically aligned on allowing sharing of content and interactions across and between platforms. We’ve homestead the modern social internet by tilling our profiles and tending our communities.

But people are straining at the compromises we’ve made over the years. Elon Musk is attempting a rather heavy handed walled garden strategy on Twitter by banning linking and promotion of competing websites.

It’s unclear if it will last at the moment as within hours Elon apologized for making a massive change without a vote. Whatever that means. It’s been six hours of chaos as people reactively extremely negative to being told you cannot link to your Instagram or Facebook accounts. A few dickriders attempted to defend it by saying it was freeloading but it isn’t really tragedy of the commons that Twitter can’t make money off my hard work.

I’m old enough to remember the sheer indignation of Linux dorks had for the all encompassing closed systems that is Apple. Jailbreaking was a pastime for a whole generation of nerds. Sure the money folks kept trying to contain their ecosystems giving us nonsense like America Online, but information wanted to be free right? Well Stewart Brand fans know that isn’t the whole quote

Information Wants To Be Free. Information also wants to be expensive. Information wants to be free because it has become so cheap to distribute, copy, and recombine—too cheap to meter. It wants to be expensive because it can be immeasurably valuable to the recipient. That tension will not go away. It leads to endless wrenching debate about price, copyright, ‘intellectual property’, the moral rightness of casual distribution, because each round of new devices makes the tension worse, not better.

Stewart Brand Whole Earth Catalog

Whatever is going on inside Twitter and Elon Musk’s mind is unclear. But the basic tension of the internet has not changed. We built tools to network together whole worlds and that has been fucking with ideas of ownership and who gets paid since day one. Capitalism usually finds a way to ride on top of these issues of ownership and value but the technological progress came out space old norms quite quickly.

And we are in a moment where skepticism of these norms is being challenged. Why shouldn’t we get to chose how we engage with our own property online? Maybe we don’t own the land but we definitely homestead our little plots of internet land.

Because the nature of the internet is wild and untamed. It takes work to make it usable. And most of us don’t mind paying a fee to keep the grass trimmed. A few of us might even prefer a country club experience. But the trouble with any commons starts when enclosure starts.

And Elon seems to be going for something that’s more heavy handed HOA than parcel of land outside of county lines. And like your average president of the homeowners association, he seems to be taking concerns and criticisms quite personally.

Categories
Internet Culture

Day 716 and Slightly Embarrassed

I spent my entire day on Twitter. I’m not embarrassed by that to be clear. It felt like a vacation day. And even though I live in a majestic mountain paradise, I will spend my time off inside looking at my phone.

Yes it was absolutely gorgeous day in Montana. I marveled at the playful pinks of the sunrise over the mountains in our backyard while drinking coffee. And then I got back in bed and on my phone. And you better believe I fucking doomacrolled.

I just gorged myself on cheap attention calories. Gimme that dopamine drip. I did not even try to modulate my consumption pattern or prevent myself from going into fight or flight. It was goblin mode. I’m still not embarrassed.

But Twitter is a fucking mess. Watching people go tribal on Elon Musk is worse than people going tribal on the president somehow. Maybe because it feels more personal to me? Don’t get me wrong Trump felt existential, but Elon Musk is personal.

And it’s fucking embarrassing watching people react to him and his decision making. Here it is my industry’s moment in the spotlight. The technology industry showing itself as a keeper of common goods and open discourse right? Absolutely fucking not. We’ve shat the bed. Old management was incompetent sure. But new management is not an improvement.

I went into Twitter being purchased by Elon Musk modestly optimistic. He’s our guy right? He’s one of us. He likes startups and capital and technology. He reads the same science fiction as me. We’ve got friends in common. This is what it’s like to be a fan of the home team right?

Well fuck me sideways it has been going poorly. The site is pretty broken but I’m over that. It’s just the constant mayhem. Dave Kellog termed it adhocracy. Some random bullshit happens and the whole website has to lurch around conspiracy theories and rationalization.

It has frankly not been a fine showing for techno-libertarians. Not sure about showing up for a monarch executive now that you’ve seen your civil rights up for terms-of-service revisions by fiat huh? I’ve always thought the neo-monarchists to be dickriders but that’s a sentence that’s only comprehensible to the terminally online. And yes I should go outside and touch snow. I’ll do that now.

Categories
Aesthetics Startups

Day 714 and Cosmetic Organization

I used to be the CEO of a cosmetics company called Stowaway. We were a direct to consumer brand that manufactured and retailed our own line of travel sized makeup. Alas I got too sick to work and we sold the company to a private equity holding firm who shuttered it during the pandemic. I’m “shocked” that travel sized red lipstick wasn’t popular during two years of masking and lockdown.

I don’t particularly want to work in cosmetics again, even though I have arguably priceless experience that could be put to good use helping other brands. Startups are are traumatic and it’s not unusual for founders to find it challenging to work in spaces they know well. You don’t want to undermine the enthusiasm of founders. Also you’ve probably taken enough risks for a lifetime in a given space to never want to touch it again even if you made money.

But I do still enjoy being a consumer of cosmetics. I’ve got what might be the most comprehensive library of travel sized makeup in existence. I moved all of it up to Montana this year where it lives in a modestly organized vanity. For some reason I decided do a little reorganization of it today.

A very messy cosmetics vanity littered with makeup bags, travel sized packaging and a Sephora advent calendar.

Instead of finding a new schema for where I plan to keep all my products, I made it much worse. I let myself get a little bit of tunnel vision and instead of playing around for half an hour I spent an ungodly amount of time making it much worse. I’ve got drawers that are bursting with tiny mascaras, tiny lipsticks, tiny eye shadow palettes and thousands of other items.

I was surprised to find myself enjoying it. I did some comparisons of packaging and formulations and found that I was still quite pleased with what we had built. Many new brands have emerged since then but the promise of a minimalist purse friendly brand remains elusive. I see all the ways I failed but I also saw all the ways in which our team succeeded. And it was nice to feel like perhaps I’d learned something. But now I’ve got to clean it all up before my husband steps on an eyeliner.