Categories
Preparedness

Day 279 and Takeout

I’m not entirely sure when or even how it happened, but I’ve been eating nothing but takeout. I think it’s some “emotional exhalation” around food. When the pandemic first hit I was in Manhattan. As wasn’t yet clear how Covid spread, we locked down in our apartment and cooked every single meal for three straight months. Probably a record in my life for going without ready made meals. But boy did I miss takeout by the end of it.

I’m sure both facts say something about the privilege I have. I can afford to have someone prepare all of my food in restaurants. And when disaster struck I had the time and ability to stay home and cook. Most folks chose their food based on budgets, literal and time.

As I’ve been concerned about the looming supply chain crunch I now think it might be time to flex the cooking at home muscles again. Letting fresh food linger in the fridge without a plan is wasteful. Whether or not I can afford the waste isn’t the point. It’s offensive to the energy and work of the many people who put their livelihood into feeding others.

I feel this especially acutely as my milk and produce come directly from local farmers. I feel like I’m letting down Daphne if our milk isn’t turned into yogurt or ricotta (or at very least put into my morning coffee). Although I will say I have no good plans for the sheer volume of peppers and chilis my farm share produced. In Colorado it is the chili that’s the crop that goes overboard in your CSA box not zucchini or some other squash. I genuinely have no clue what to do with some of more exotic peppers so send me recipes!

Categories
Aesthetics Internet Culture

Day 276 and Magical Thinking

I like to watch television to let my mind take a break. Because I spend so much of my time intaking and integrating new information for a living, I find it relaxing to have someone do that work for me. Plus I wasn’t allowed to watch TV as a kid so rebellion.

I’ve been getting served up a lot of tv shows about magic. Earlier in the year WandaVision was all about chaos magic. Then we had Loki. The algorithms then sent me to a Norwegian show about the Ragnarok. And now all I seen to find on Netflix has some kind of magic plot line. A secretly Ivy League university for magic? Check out the Magicians. Prefer Victorian era? I started with on The Irregulars. But only because I just finished Witcher as I thought I’d tried some medieval fantasy. Basically any setting you might like now has a show about magic. Outlander, Supernatural, The Order, The Umbrella Academy, Shadow and Bone are all popular right now and available to binge on Netflix.

I’m beginning to think that Harry Potter might have rotted too many brains in the millennial generation as now everyone needs stories about how they are secretly on the edges of society because of powers only a select few can ever wield. If reality is so disappointing then we need to have some other layer of existence revealed where we can thrive.

I remember being depressed when I was in 3rd grade when my mother explained to me that it was unlikely I’d ever be able to work on The Enterprise. The one TV show my parents approved of was Star Trek because I guess they wanted me to be into utopian science driven worlds. But once it was explained that this was so far in the future it’s not likely that I could be a science officer on a space ship I was sad.

Now granted I got over it and did the next best thing to living in a science fiction utopian and went to work in startups. I still feel like I get to help the future come about. But what about all these kids being raised on magic? There is no easy career alternative for the dismal prospect that you cannot manipulate physical reality with a wand or saying a spell in some elder god language.

Or maybe kids will figure out you can manifest stuff into reality. I guess the meme mobs have done weirder things like turn a washed up tv star into the president. Maybe chaos magic is real for someone. Or are least chaos is real.

Categories
Reading

Day 273 and The Newsstand

I used to travel a lot. It seems like another life, but before the pandemic airports were my most important liminal space. Even as a child this was true as my father loved taking us on trips. That emotional weight meant the airport have always had significance to me. This persistent exposure to airports lead to me to developing certain affinities and aversions in my routines around travel. But the one that I liked the most was buying something at the newsstand.

There was a period as a teenager where I thought carrying both the The Economist and Rolling Stone (neither of which I read anymore) was just the height of intellectual signaling. And no place was more crucial to signal than inside an airport. I could meet someone in passing that would change my life and they needed to see immediately that I was both smart and cultured. Yes it’s embarrassing now.

But this signaling was part of a wider ritual I felt was important to ground myself. Even if I felt the unsteadiness of traveling, I could bring routine and ritual into it. I knew no matter how much I anxiety or uncertainty I felt around a given trip I could always treat myself to buying something to read from the airport newsstand.

Generally I would pick up some kind of periodical. I’d leave myself time to browse the newsstands for at least ten minutes so I could adequately cover all the weird genres. Because I grew up in a small town and not a proper city, the only newsstand I ever encountered was at the airport. There was simply no place that held as many magazines covering as many topics.

And while I had the Internet very early in my life, the actual transition away from physical publishing wasn’t as far along. It’s not that I loved magazines so much as it was the only place I could find writing that wasn’t a novel was in newsstand. Now of course I read blogs, email newsletters, forums, Subreddits and my beloved Twitter. But the memories I have of finding new worlds came from newsstands. And while I may have literally been going someplace new, it was never quite as horizon broadening as picking out what I was going to read.

Categories
Emotional Work

Day 272 and Small Steps

I talk a lot about pacing and routines and rhythms but it’s mostly because I struggle with it so much. As soon as I notice something is going in a direction I dislike, rather than course correct a little bit, I love to run in the opposite direction as fast as I can. Why be steady when chaos begets creativity?

Silicon Valley success myths are tied heavily to people that go their own way. We’ve coined terms like contrarian and narrative violation to add a high gloss to the basic truth that we just don’t like having our hands forced. Not even by ourselves. We like being able to pick and chose our direction.

This isn’t just truth of institutions or common knowledge. I get pissed when I’m forced into something by my own body. Heck, I especially dislike having my hand forced by my own biology. There is no authority more unforgiving than my own flesh.

Which has sometimes meant if I can overcome a biological reality my ego finds painful I’m inclined to do it. I love imposing brute force on myself. Naturally this habit isn’t the sort of thing that makes for a comfortable or pleasant life. But it’s a huge comfort to know that if you simply apply a little willpower you can undo the sins you’ve spent too much time accumulating.

Just look at some of the habits that have gained popularity in startup culture from intermittent fasting to overnight work sprints. Those techniques work. Some are arguably even sustainable for people. But it’s important to remember no matter how much we like to make things happen quickly, decisively or in new directions that sometimes the reality of being human cannot be ignored. On those days remember it’s ok to take small steps.

Categories
Internet Culture Reading

Day 271 and Correspondence

I love writing to others. I had some pen pals as a child but it wasn’t until as a teenager that the Internet gave me the chance to correspond with practically whomever I liked. And it’s been one of the great joys of my life to reach out to others for conversation.

I developed a habit of writing to journalists, authors and academics whose work I admired. Many of them maintained email addresses and personal websites even back before social media. If you are ever worried that someone will find it odd or unsettling to receive a note from you, don’t fret. I can share that if you are polite and sincere outreach is almost universally appreciated. Most people want to be seen. If you feel you’ve seen someone then you should share it with them. It’s a kindness to you both.

While I particularly like short form correspondence like Twitter, there is no substitute for a more in-depth and layered letter. I’m personally a fan of the threaded twenty response deep email chain. I think of it as like the letter writing of our forefathers. Maybe it’s a bit less satisfying to our heirs than discovering a box of letters but I’ve got a fantasy that the Ken Burns of the future will make excellent use of email and chat logs.

If you aren’t convinced of the benefits of reaching out through writing feel free to test it out on my before you write a letter to your favorite author or thinker. We just might become pen pals.

Categories
Finance Startups

Day 270 and The Circle of Capital

Capital has evolved a lot in my life. The dynamics have changed so much in the 30 years I’ve been ambiently around venture it’s barely the same business. And yes I mean since I was a kid. The apocryphal family history is that I was born on the poor side of Silicon Valley while my unemployed father was working on pitch deck for education software. Yeah it’s a shitty origin story but it’s mine.

Back then you sold your entire life to some dudes for half a million bucks and gave up a lot of control. It wasn’t really collaborative but it was worth it to create the future. Back then your VCs controlled a lot more than they do now for capital they deployed. Flexibility and collaboration wasn’t really considered necessary. Your VCs actually controlled when you got fired (another childhood memory was a “take your daughter to work day” where a CEO got fired), when you could raise again, if and when you could sell your company, and honestly I wouldn’t be shocked if they had some Rumplestiltskin provisions too. That’s just where the market was at the time.

As it has become clear that non-linear returns come from creative founders and new markets, the structures of capital deployment have changed a lot. Capital cares about helping operators create because creation simply has more value than it did in the past. Venture capital isn’t old dudes optimizing for control and margin anymore (even if sometimes that might be a good idea) because that’s just not what makes money anymore.

Heck it has changed a lot in just half a decade. The last time I raised venture for my own startup, we actually priced the round (no uncapped SAFEs), we had a board from day one, and we were allowed to overshoot our valuation and capital goals by a whopping 300K. I was sure we’d reached the height of founder leverage at the time. Heck I felt certain we’d raised a small fortune on favorable & flexible terms. Six years later that would be considered a charmingly small pre-seed round with very onerous terms. Time marches on! And rightly so. Markets adapt to the needs of the participants and the returns they deliver. If it wasn’t profitable it wouldn’t be so.

This is all a long winded way of saying that I am continuing the circle of life. I’ve got my own venture fund Chaotic Capital with Alex Miller and Jacob Brody. It doesn’t look anything like the funds of my childhood or even the seed stage funds of the last decade. Probably because we as founders and operators lived through the hard lessons of venture in multiple cycles and took a lot of lessons with us. Capital isn’t about control. It’s about collaboration now. Capital starts early. Capital is flexible to generate returns But we also aren’t n00bs.

Rather than spend a year raising in silence and announcing it once it’s all said and done we are building a rolling fund. That structure works for us and my general affinity for building in public. It signals founders we are building like them (even as our other constituents see it as being responsive to the demands of the market). The rolling fund is a kind of flexibility to build at the speed of the market while also understanding that the give and take of responsible deployment must also work at the pace of founders.

While we work on forming our proper fund, we’ve created an AngelList Syndicate for chaotic where we’ll be creating SPVs for our current deals (we already have our first two which feels crazy to me) as well as follow-on deals once the fund is created. If you’re an accredited investor and interested in joining our deals, head on over. Isn’t it cool how these structures morph and change over time? I guess having a couple decades of being an operator has some benefits. You’ve seen what works and hopefully have some capacity to change what needs to be changed.

Our LPs and co-investors are mostly our friends and former colleagues who have spent years working with us at companies as varied and diverse as Stack Overflow, Trello, Easypost, Triplelift, Goop, PopSugar and over 40 different angel investments. Alex Miller, Jacob Brody and I have invested over 4m over the years which seems sort of astonishing.

While we work on forming our proper fund, we’ve created an AngelList Syndicate for chaotic where we’ll be creating SPVs for our current deals (we already have our first two!) as well as follow-on deals once the fund is created. If you’re an accredited investor and interested in joining our deals, head on over.

Categories
Internet Culture

Day 268 and The Game

Twitter addicts like myself love to praise the platform’s connective capacity. Sure, we might admit it’s dopamine factory that amplifies bad takes, but we’d rather focus on how it is so effective at bringing together all kinds of people and leveling the playing field of discourse. Twitter power users tend to be utopian that way. But it’s really because we’ve won the Twitter meta-game.

Twitter meta-games have been capturing the imagination in the long form discourse of Substacks and podcasts. The aggregation of influence, audience, and opinions have sorted themselves into status games that are being monetized as crypto economies and investing.

Alex Danco is the first person I saw articulate the perspective of status and world building through his Dancoland writing but recently Packy Mcormick has been furthering the discourse with his Great Online Game theory.

I wish I had a bit more capacity to go on with this topic as meta-games have been a topic I love as someone that has spent time in fashion but I find my brain and body are just coping out so I’ll remind myself that it’s alright to just capture my thoughts on the day with some links and carry on the discourse tomorrow. Save game progress. It will be here tomorrow.

Categories
Emotional Work Internet Culture

Day 263 and I’m Baby

One of my friends got me an embroidered “I’m baby” patch with a Moomintroll holding a knife in place of the original Kirby. It’s an elaborate play on the “I’m Baby” meme and was a truly excellent Christmas gift. I’m a fan of the Finnish children’s author Tove Janson who created the Moomin series and also emotionally baby and my friend knows it.

Original “I’m Baby” Kirby meme vs a photo of my Moonin “I’m Baby” embroidered patch

The “I’m baby” meme is generally a play on why someone should be allowed to continue with their behavior or emotions without consequence. It’s a kind of elaborate joke about wishing to dodge responsibility if only for a few minutes. Obviously it’s very popular with Gen Z but it’s really more about wishing to live in a world where it’s even possible to be a baby when life feels overwhelming.

The original meme came out of an emergency but it’s come to be a kind of wishful demand and hope that one can just well be a baby for a bit and have someone else handle it.

Moomintroll is an excellent stand in for Kirby in the meme because in the Finnish cartoons he never has to live without Moomin Mama. Moomintroll is an archetypal baby. The Moomin universe has constant catastrophe (no seriously there are floods and asteroids) but Moomintroll can always count on Moomin Mama. It’s a soothing set of books for children obviously but it’s also just nice that there are parental figures to which one can turn. That’s a fantasy we all have at some point. Especially when shit looks bad.

But being baby also means someone else has to be the adult. The willful insistence on being baby is about giving your power to someone else. Unless you are literally baby (in which case how are you reading this blog) you’ve chosen to put someone else in the position of power. Which is an important lesson for adulthood. You always have the power. Even if you chose to be baby. Especially if you are baby.

So be careful when you say “I’m baby” and act helpless. You gave up your power. And that’s alright. Being helpless can be a totally cool sex thing and it’s great to chose your kink when. But you’ve got to have consent for that shit. Bringing someone else into your fantasy of being baby might be non-consensual. When my friend jokes that I’m baby it’s because he knows I like to give up my power. But alas it’s a fantasy and I can’t go back to being Moomintroll for real. But it’s a nice patch right?

Categories
Internet Culture

Day 261 and Game Drama

I have been playing a mobile massively multiplayer online game for a couple of years. It’s a pay-to-play game that mashes together every mechanic and trope into one stupidly expensive pile of unoriginal comfort. I absolutely love playing it. It’s called Lords Mobile. It is entirely worth playing if you appreciate the craftsmanship and conversion marketing. It doesn’t gave any unique creativity but that isn’t the point. It’s just perfectly executed to be an engaging game. I cannot recommend this game enough if you want a soothing “everything and the kitchen sink” social game.

Because it asks so little of the gamer intellectually, the appeal of the game is in the community of people. You work in teams of 100 called a guild. This can be a very low key camaraderie situation or the kind of bond where people spend tens of thousands of dollars to compete together in their chosen hobby. Needless to say if you are in the group that really spends real money and time you get to see human nature nakedly on display. It gets wild.

Ive seen guilds explode because a guy was cheating on his girlfriend with another player. That mistress then destroyed 30,00 worth of gear and destroyed the guild. I’ve seen people steal maxed out gaming accounts worth over $100,000 with no recourse. Just poof you trusted someone with your keys. Ooops!

And today I saw three dudes try to convince their guild that the leader of the group was stealing from the guild because she’d allegedly been in sexual relationships with all of them. It doesn’t sound like she stole anything from anyone but they resented that they had spent money on gifts for her account. The guild didn’t believe the dudes. It’s their problem if they want to buy gifts was the general consensus.

The level of human drama is probably even more enthralling than the game. And the game is designed to be very engaging. I don’t watch reality television but I have to imagine it has a similar “oh no she didn’t” spirit. If you enjoy watching the depths of sorrow and the purity of genuine human connection it’s worth a try. Just be warned that you may become emotionally attached. I definitely have. I’ve met some dear friends in these guilds. But I’d recommend you not give anyone your credit card. Or if you do don’t go whining about it to me.

Categories
Aesthetics Internet Culture

Day 260 and A Good Schtick

I admire a well executed gimmick. Being clearly branded has become a necessity in digital life. Living life at a scale larger than your local community turns out to require we communicate who we are for easier communication.

Mediocre marketing people will insist that you find areas you can “own” in planning materials for promotional campaigns. They want you to find a schtick. But you better like what you come up with as you will be forced to repeat your greatest hits ad nauseam.

It’s not that they are wrong. Repetition is pedagogy. Which is a fancy way of saying in order to teach you must repeat your lessons. Humans usually require hearing something a few times before the information will stick. But then it can be very hard to dislodge a piece of information that we’ve become convinced is true. That’s why it’s much harder to change a brand than it is to build one. We get indignant when we feel someone has mislead us with their brand.

That’s why you need to be very sure if you are going to dig into a schtick. The temptation to go full Tucker Carlson or Rachel Maddow can be tempting. It’s seems like it’s an easier path to attention and awareness if you develop a clear point of view. But be warned, if you change it people will get mad at you. If you explore shades of grey you will get called a hypocrite. Nuance is the enemy of clarity. And clarity is required to reach big audiences.

I swear half of cancel culture is just assholes who don’t understand that their friends may see them as whole empathetic humans who are more than their schtick but the masses won’t. And remember you too are a member of the masses and judge others hypocrisy just as harshly as they judge yours. That’s like the basis of all Abrahamic religions. If the golden rule was easy we probably wouldn’t need to attend various worship services regularly.

So if you see someone with a good schtick admire it. But recognize it’s a Faustian bargain. They sanded off some portion of the wholeness of their being in order to be easier to understand. And if they drop some portion of that gimmick in the course of their lives it’s worth showing a little grace to them. You’ll appreciate it when you require the same.