Categories
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.

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
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.

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
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.

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.

Categories
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.

Categories
Culture

Day 712 and Effort

One of the biggest mindfucks in life is how little effort and reward are correlated. I spent a bunch of time yesterday trying to write something heartfelt and it just didn’t get there. I spent maybe 2 or 3x the amount of time I normally do writing on this piece and I just couldn’t get it to hit emotionally.

I could feel that I was pushing it too hard. I asked Alex to do an edit and a re-organization of the content. It was a lot more legible but it didn’t have that special sauce. Sometimes working at the problem doesn’t fix it. And because the topic was a little bit too of the moment I had to let it go.

None of which is to suggest that effort isn’t important. You’d be shocked at how showing up and doing the work is rewarded. Putting in a little effort takes you pretty far. And less than you’d imagine so long as you combine that work with social graces. If you are feeling stuck in life go study manners as hard as you can. Then go hang around smart people and watch the work roll in.

Categories
Emotional Work Internet Culture

Day 711 and Excession

So Elon, this isn’t likely to actually make it to you, but this is my blog, I write every day for myself, so why not, I can give it a try and pretend. If it turns out this is any good I’ll ask a mutual friend to send it to you.

tldr: I feel a (parasocial) connection with you & I want more from you (and maybe also for you). I know it feels cool and edgy to wink at taboos but you’re getting rekt by fuck bois, sycophants and opportunists.

I know we are all Galileo in our own mind shouting “and yet it moves” to narrow minded Papists but you realize being a martyr requires your death right? I don’t want you to die.

You certainly don’t remember this, but we met a number of times in the mid-teens. Times like when a friend of mine hosted a blow out birthday party in New York. We sat next to each other in some awful club and discussed chess with a small group. The same friend had a big wedding. I remember goofy dancing. Your sons made snow angels in the confetti. It was nice.

You seemed as uncomfortable as the rest of us nerds. Your autism didn’t seem any worse than mine though. I remember finding that comforting at the time. It has curdled into alienation over time as your fame far outstripped your origins. And I’m sad to have lost the feeling of love I had for you.

Before we “met” I had slight case of hero worship. I remember thinking here is someone just like me. He likes the same science fiction. He dreams about the singularity. He’s neurodivergent. And he wants to get us off this damn rock. And he’s got more money and power than I do so maybe he is worth admiring. I was young and stupid and hadn’t yet gone to real therapy.

I would tell my friends I wanted to die outside the earth’s gravity well. I thought perhaps you might be the man that got us there. Had I not had a chance to see how much you were just like me, perhaps I’d still be a stan.

Never meet your heroes. Everyone is just people. Now I’m worried I’ll die here on Earth filled with grief like Captain Kirk. There are no dicks left to ride once you realize we are all just humans.

What I see now from you isn’t power and happiness, it’s isolation and sadness. But I want you to know it doesn’t have to be this way. You don’t have to listen to the flattering dick riders. They want shit from you. They want their agendas and they see your money and power as a way to achieve it. I know you know this.

It makes me angry to see you coddle the parasites. I’m shocked your mother hasn’t told you to knock it off. She seems like a cold bitch who gets shit done. I’m sure she’s told you that you are better than them. The nerds and autists did not inherit this Earth just to squander it for the roar of the crowd. If it is all bread and circus, remember you are a king and not a clown.

Maybe you think their slavish slobbering attention is a fair trade for some of your magic, I used to be emotionally slutty like that too.

Being an attention whore isn’t unusual for someone with distant parents. Shitposters gotta post right? Once again, I feel a kinship to you on the compulsion to post and roast. I’m addicted to Twitter too. We are all filling up the holes leftover from our childhood. I’ve got daddy issues so I’m sure you get it.

And yes, I am projecting my own insecurities. But maybe I can tell you a story that will comfort you in the big wide universe. Maybe it will comfort someone else. Maybe it’s just to comfort myself.

I read you named your family office Excession. I’m also a fan of Ian M. Banks. Since 2008 or so, I carry around a paperback of Excession with me whenever I vacation. Which isn’t a lot. I normally use a Kindle to read but this paperback has become a kind of totem. It signals to my hindbrain that I am in a sympathetic state of rest and digest. I reread it over and over in 20-30 page chunks. It bounces me out of fight or flight now after much repetition, it’s my comfort book.

A picture from September 2014 in Miami. We seem to have come full circle on Ukraine
Here is a picture of you with the same copy in 2015 while in Sun Valley.

Your love for Ian M. Banks all felt very relatable to me as I’ve been dreaming of a post-scarcity world where my AI space ship friends shuttle me around as they pursue their inscrutable intentions. I want to sublime. Maybe not for a few thousand more years though. But I want to make it through the singularity to the other side, or at very least avoid dying in William Gibson’s jackpot. I feel like you get what apocalypses preoccupied my mind.

Most of my fantasies and fears have been touched by my love for science fiction. I saw in you someone who saw the same possibilities as me. You were very much one of us.

I also see someone being used for their dreams. They are harnessing you and your power to drive the rest of us to focus on their nightmares. Don’t let them steer you.

But your posting is reaching people. It’s annoying to some, but it hits. Maybe it hits too hard. But the isolation I imagine you feel isn’t necessary. Power laws can separate just as effectively as they bring us together. You don’t have to be surrounded by reply guys. There is a path to connection even for the most singular among us.

Now of course, I want something from you too. I want you to get us off this rock before it’s too late. I know it’s a big ask.

My best is advice is to go reread Excession and get yourself out of this persistent “fight or flight” cortisol pump. Get focused back on the shit that matters. Maybe find yourself a nice autistic sociopath who will love you for you. Maybe she can protect you from some of the pain. I’m sure you will figure it out.

I want you go to therapy. Mine is pretty good if you’d like an introduction. She’s an aristocratic 80 something Swedish woman, so you might like her. She’s perfect for working through attachment issues. She’s quite good at dealing with poor little rich kids with mommy and daddy issues. Her neighbors are all billionaires so she won’t be impressed by your bullshit. She has a sub-specialty in sex so she can probably help with that dick riding problem too.

And most importantly, she’ll be the only person who doesn’t want anything from you. And you need that more than anything.