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Internet Culture

Day 722 and Extreme

When Stephen Colbert was still the titular character on his Comedy Central Show he had the perfect delivery for the word extreme. Imagine a wholesome Mountain Dew meets X Games meets Gen X meets Vin Diesel’s Triple X meme and you’ve got the basic delivery. Extreme!

White conservative beltway dudes pretending to like extreme sports is, of course, a joke from a simpler time. These days extreme sports are now just regular Olympic sports and Tony Hawk is old dude on Twitter. Gen X is turning 50 and the New York Times styles section has a feature on the gold rush for menopause.

Colbert’s kindly delivery of extreme being something fun, sugary and maybe a bit sporty, has given way to actual extremes. Tucker Carlson doesn’t pretend to be a cool for clout. Now we just go straight for extremist politics. All those years Colbert spent imitating Fox News anchors normalized their schtick to such an extent that Bill O’Reilly couldn’t keep up. Now I gather the Colbert spends his time atoning for this normalization by cracking bad Trump jokes. Or so I hear. I’ve not ever watched his new sincere late night show.

The other extreme we’ve got is weather. Which is what I’d actually intended to write about, before I spent multiple paragraphs explaining a joke. You see, America is in the middle of some very extreme weather. And every time I’ve checked the temperature in the last 48 hours I’ve recited Colbert’s extreme delivery in my head. It was terrifyingly cold in Montana yesterday. Bozeman got down to -45 Fahrenheit.

Extreme doesn’t seem like a fun word anymore. I’ve stopped associating it with snowboarding and yellow caffeinated drinks. Extreme is groypers meeting former Presidents and climate change upsetting the jet stream. We’ve collapsed arctic air into the lower forty right just as we’ve collapsed distinctions between parody and reality.

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Background

Day 721 and 40 Questions

I came across a list of 40 questions that Stephen Ango answers every year on Twitter today. It looked like a fun exercise so I thought I’d participate.

What did you do this year that you’d never done before? Bought a house & got my very first mortgage, moved to Montana, lived in Germany for a month, spent time on the Ionian and Adriatic Seas, and experienced -45 degree temperatures.

Did you keep your new year’s resolutions? I don’t make them but I did intend to write every single day (for the second year in a row) and I have so far accomplished it.

Did anyone close to you give birth? No

Did anyone close to you die? No

What cities/states/countries did you visit? Colorado, Montana, and Wyoming, Florida and Texas for states. United Kingdom, Germany, Albania and Greece for countries.

What would you like to have next year that you lacked this year? All the money for my venture fund and visas for freedom of movement for my friends and family.

What date(s) from this year will remain etched upon your memory, and why? June 18th was the date we closed on our homestead in Montana. August 1st was the day we moved in.

What was your biggest achievement of the year? Getting my family safely to a Montana homestead that is the first home we’ve ever owned.

What was your biggest failure? I don’t think it’s a failure, but I wish I got more done particularly when it comes to fundraising and deploying capital, but objectively I did as much as I could. I try to remind myself that the self is not an attack vector so this question is an opportunity to remind myself that failure is just opportunity.

What other hardships did you face? I got a very bad flu in the middle of purchasing the house in Montana. I watched the markets repeat elements of the crashes of 2001 and 2008 which allowed me to see how far I’ve come since my childhood trauma of my family’s bankruptcy on 2001.

Did you suffer illness or injury? The flu in May was awful, I’ve had a number of random infections and I live with chronic ankylosis spondylitis but I’m the healthiest I’ve been in years.

What was the best thing you bought? A house in Montana. But smaller things I’ve loved include a Lunya robe, Ariat boots, Skimms cotton tank bras, and my first go at Botox.

Whose behavior merited celebration? My husband has been an absolute superstar rolling with my crazy plans and I’ll be forever grateful he trusts me to see things that he hasn’t yet seen. I’ve written many a love letter this year to him and my appreciation for the ways big and small he makes my life better.

Whose behavior made you appalled? Not appalled necessarily but the dick riders are really a bummer. We are all sinners and ain’t none of us are saints.

Where did most of your money go? We bought a very nice piece of land with a gorgeous farmhouse on it. The second biggest expense after buying a house was medical bills. It’s fun to be sick in America. Third on that list is food both because my husband is a gourmet cook and because inflation on food was quite high.

What did you get really, really, really excited about? Being a homeowner has been exciting as hell. Everything about buying a house and making it our own has been amazing. I also spent a lot of time excited about DAOs and corporate governance, my founders, and spending a month next to the European Central Bank in Frankfurt.

What song will always remind you of this year? I don’t listen to much music so I don’t have an answer.

Compared to this time last year, are you: happier or sadder? Thinner or fatter? Richer or poorer? I am happier, poorer, and thinner than I was last year.

What do you wish you’d done more of? I have a lot of things I want to beat myself up about for not doing more, but I actually feel like I didn’t my time well this year. I don’t always need to be improving things. So I guess I wish I was comfortable doing less.

What do you wish you’d done less of? Beating myself up for not doing more.

How are you spending the holidays? I am in bed with my husband watching disaster porn movies while it is 45 degrees below Fahrenheit.

Did you fall in love this year? I am deeper in love than I was last year which is one of the benefits of always working on yourself and having a partner that also works on themselves.

Do you hate anyone now that you didn’t hate this time last year? I wouldn’t say I hate them but I’ve been disappointed with everyone involved in Elon Musk’s Twitter takeover.

What was your favorite show? The Peripheral. It is the adaption on Amazon of William Gibson’s most recent novels and it is stunningly good science fiction. I’ve enjoyed a lot of television this year though.

What was the best book you read? Hands down Peter Watt’s Blindsight which I cannot believe I didn’t read till this year. If you are autistic I in particular recommend it.

What was your greatest musical discovery of the year? Again I don’t really do music.

What was your favorite film? I’m not a big film person so I didn’t watch a ton of movies this year. I’m a TV person. But probably the Weird Al parody biopic. Extremely funny and very sweet. Worth taking the trouble to find on Roku.

What was your favorite meal? I’ve had so many amazing meals this year. Perfect Montana steaks is probably at the top but schnitzel in Frankfurt, branzino in the Mediterranean, BBQ in Austin, and stone crabs in Miami round out the list. I traveled a lot this year and that means I had a lot of great meals.

What did you want and get? A homestead in Montana.

What did you want and not get? A visa for a family friend. American immigration is extremely broken. I’m hoping I get the visa granted next year for them.

What did you do on your birthday? I discussed my “fundraise in public” for chaotic capital and spent it with Elle Morrill and my husband. Elle cooked for me and it was absolutely epic.

What one thing would have made your year immeasurably more satisfying? The American immigration system working. But that’s like asking for world peace. I spent a lot of time and social capital trying to get a visa that still hasn’t been granted.

How would you describe your personal fashion this year? Black. I mostly wear cotton black sweats and a long sleeve cotton tee-shirt. My biggest upgrade to that look was adding in a Lunya robe. But I also bought a bunch of chore clothing for working on the homestead. I also got to enjoy my “heat” wardrobe which is mostly Grecian gowns made by Norma Kamali.

What kept you sane? My therapist Dagmar and writing every single day.

Which celebrity/public figure did you admire the most? Folks hate this answer but I love Kim Kardashian. She works her ample ass off for her family business, spends her time working against the carceral state, makes a great bra and she started a private equity firm.

What political issue stirred you the most? The government’s interest in deciding what I do with my own body. I’m a libertarian because the very foundation of sovereignty rests on your right to control your own body. Though this issue is very closely followed by our inability to grant visas and bring immigrants to America in terms of animating my energy this year.

Who did you miss? I miss my grandmother Nanamai. She’s my mother’s mother. She’d be so proud of what I’ve done with my life. I wish she’d be been alive to wear one of my lipsticks. I wish she were alive to see the family life I’ve built. She passed on more than a decade ago and I’m still consumed by grief if I think about it too hard.

Who was the best new person you met? There are almost too many to chose from. Meeting in person my internet friends who got me through the pandemic is the correct answer. You know who you are. And I can’t wait to meet more of them. Internet friends are real friends.

What valuable life lesson did you learn this year? I learned a lot watching hero worshippers, I mean dickriders, beg their chosen figurehead to save them. But alas the only person who can save you is you.

What is a quote that sums up your year? Fuck around and find out.” But in all seriousness just doing the thing and trying shit out is actually crucial in life and business.

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Emotional Work

Day 720 and Good Inputs

I’ve been enjoying how relaxed and open everyone is this week. A good chunk of folks are out on break for Christmas (with the requisite nod to Chanukah) and it’s making for delightful conversations and relaxed interactions.

Having more time to attend to your life clearly is beneficial for everyone. I know it’s been a frantic year. Heck it’s been a frantic couple of years. And being frantic fucks you up. I feel like I repeat this constantly, but being in fight or flight on a permanent basis is bad for you.

So it’s nice to see people have space to breathe. I love seeing people bring more of themselves to an encounter. I’ve had so many great connections with people this week. It’s shown up in my fundraising. I’ve seen it in my deal flow. I’ve enjoyed it in every interaction I’ve had this week.

It makes me wish more people could have the space to give themselves the right inputs in their lives. It won’t be the same for everyone. But it really does help when people have the basics like sleeping, eating, exercising and other “taking care of their body” activities time. I hope that everyone remembers the joy of the season is from giving everyone around us grace. And that includes ourselves.

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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.

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Emotional Work

Day 718 and Change

As I supposed is natural towards the end of a calendar year, I am thinking of the ways this year has changed me. I will surely look back on 2022 and think that was a year where a lot happened.

I expect a lot to keep happening in the future. If anything 2022 will feel slow by comparison. You can already feel the present speeding up can’t you? That sense of anxiety you feel all around you is a collective state of future shock. Our endocrine system has been pumping cortisol on overdrive as we desperately try to sensemake the chaos. And it’s only getting worse.

Yes I’ll remember that this is the year I moved to Montana. I’ll remember it as the year I really began to formalize my investing. I’ll remember it as the year I laid the groundwork for huge personal life changes. I’ll remember it as the beginning of a new chapter.

But I’ve really got no idea how fast this thing is going to go. We’ve got a recession and geopolitical power struggles and commodities concerns and climate chaos and who knows what’s next. But I think if you are nimble and can adjust fast you might just surf this wave. I’d be prepared to wipe out. But I think it’s going to be a good ride.

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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.

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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.

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Emotional Work

Day 715 and Hide Under The Covers

I don’t like having people in my house for non-social reasons. I’m easily overwhelmed by social situations when I expect to be left to my myself. I find myself getting anxious any time a service provider comes down the drive away. And yes, we have a cool home automation that sends me an alert.

I’d call it social anxiety except I’m reasonably good at social graces when it’s an obligation. I can hype myself to socialize when it’s me necessary. But sometimes, people are just in your space because it’s their job.

I can often hide away downstairs to avoid interactions. We’ve got workers coming in and out regularly for bigger outdoor projects like our solar panel installation. That’s not too bad as I can keep out of their way except for a polite hello and offers of water and snacks.

But sometimes I’ve got to bite the bullet and spend hours with people around me and there is no simple way to exchange social niceties and hide. I find this especially anxiety inducing for house cleaning. I can’t easily hide under the covers when it’s their job to change the sheets.

I am also the sort of person who cleans up for the cleaners. Not deep clean stuff but pick it up and put it away tasks. Hence my little organizing obsession with the cosmetics cabinet yesterday. Maybe that was just an early sign I self anxious about having people in my most intimate spaces.

I managed just find in this most embarrassingly privileged situation. I moved from room to room getting my work done for the day. If anything I had a very productive day as I kept running to the safety of my email inbox to create some distance. I did however take a nap once the house was empty this afternoon. Too many hours of hyper vigilance sure tired out my inner autist.

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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.

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Travel

Day 713 and Travel Logistics

I’m planning my first international trip since we moved to Montana. I will be going to Prague for a couple weeks in January if you happen to be around. And the logistics are very much only for experienced travelers.

I’ve not yet had to fly out through the Bozeman Airport but Alex tells me it is easy and straight forward. We have many short hops to international airports. The real issue seems to be that with a pilot shortage getting out of hand, arranging layovers eats up more of your travel time. Airlines are less able to do hub banking with their flights so I will be enjoying a six hour layover in Munich. Finally all my German lessons on Duolingo will get a property stress test.

I love optimizing for Airbnbs when I travel. I have a lot of little details that I look for when I’m going to be somewhere long enough to settle in. For instance, I like to cook my own meals. I like to be walking distance to a grocery store so I can pick up ingredients and cook when the mood strikes. That can be trickier if you are staying in a downtown area. So I look to be near the major neighborhoods but maybe just a bit off the beaten path.

I managed this quite well in Frankfurt last year where I was a short 10 minute walk to a high end grocery store in one direction while also being only 15 minutes from the main shopping area and farmers market in the other. I didn’t take a single cab or Uber the entire time except to get to the airport. It was absolutely perfect planning for enjoying living as if Frankfurt were my home.

I think I’ve achieved this for Prague. I found a cute spot that is equidistant to to most of the sights I want to see as well as the errand and obligations on my itinerary. I am yet again attempting to help someone with an American visa so I wanted to be near the embassy. But the embassy row isn’t much for other amenities like grocery and nightlife so I found a spot on a small park next to all the crucial shops. I am excited so if you have suggestions I am all ears.