Tag: Culture

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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.

Categories
Chronicle

Day 257 and Back to School

Today felt like the first day back to school. Everyone has finally returned from their various summer vacations and I mean that mostly mentally. People are back and focused. The whole damn day was nonstop for me. Like a shift happened overnight.

It’s not that everyone I know actually went anywhere this summer, quite the opposite, most people seemed to have stayed home. But there was a kind of mental “out of office” that pervaded. Maybe it was a bit despondency in certain parts of my network that “hot vax summer” never came to pass. August was a frenzy of people canceling shit.

I kept hearing stories of people that were living normally but I honestly didn’t know anyone that didn’t cope with the Delta surge in some capacity (even if it was simply to say fuck it). Everyone I encountered of all persuasions just seemed to be struggling to live through the summer.

And then today all that lethargy felt lifted. None of the basic on the ground aspects had changed. And yet a levity was in every conversation today. People were planning again. Projects were moving forward. Plans were being made. Big school is back in session energy was there.

Categories
Aesthetics Politics

Day 254 and Cultural Hegemony

I did my best to stay off the news and internet today. I went into the mountains and spent the morning walking. I didn’t want to intake discourse about the anniversary of the September 11th attacks. But it’s hard to avoid all discussions of American influence and it’s place in the world. Even when you are watching a tv show. Perhaps especially if you are watching tv. American cultural hegemony is alive and well, even if our political, military and economic might is waning.

I like science fiction so when Netflix suggested a Norwegian horror show about a small town experiencing an environmental apocalypse I clicked watch. It’s called Ragnarok so I was hoping for claustrophobic terror, glaciers and the end times. But aesthetically it feels like I am watching Riverdale or one of the CW “Arrow-verse” teenage dramas. Which is to say it feels very American. I’ve been watching an American television show in Norwegian.

All the music is American. There is hip hop playing as the background music in a small rural Norwegian town. All the clothing is American from the track suits to the basketball shoes. Even the food is American with teenagers enacting personal dramas over baskets of French fries in a diner. The backdrop is a remote village on a fjord but you could easily mistake it for any town America.

This despite the fact that the plot and the cast of characters are all Nordic elder gods. Presumably inheriting a rich culture that is not straight out of Compton. But such is the reach of American culture that it pervades the imaginations of even the remotest and oldest cultural legacies. America may never have had an empire in the geographic sense, but we’ve had a strong hold in your mind. We live there rent free.

But that power was born out of a dynamism we are losing. America won’t be the center of geopolitical or economic power for much longer. Eventually this will slip our cultural power. As we lose the high ground of the world’s imagination other cultures will be emulated.

I’m actually afraid of the end of the empire. Where will I go to be part of building the future if it’s not here? Will I be allowed in? Will I be able to assimilate into whatever culture is making what comes next? I was born into an era of American dominance so manifest that attacks had to be brought through asymmetrical terror. It was impossible to imagine anyone taking on America any other way.

And while it’s true we still hold sway in the far reaches of global imagination, are we headed the way of the Norse elder gods too? Has it already slipped and we kid ourselves that we could fight back to prominence. Maybe Ragnarok already came for America and no one noticed it.

Categories
Aesthetics Internet Culture Media

Day 251 or NYFW SS08

Today is Star Trek day. The original series debuted 55 years ago. I was searching for a photo of myself as a child wearing a captain’s uniform to commemorate it and instead stumbled upon a file containing my old WordPress blog. So rather than find an adorable picture of me in a red jumpsuit I found this picture from September 10th 2007 waiting for the Marc Jacob’s fashion show.

Several invitations to Marc Jacob’s fashion show for his spring 2008 collection seen from above. A blackberry, an iPhone & a recorder are scattered between wine glasses, a carton of cigarettes and two arms.

I used to be a fashion blogger you see. I have a few dubious CV distinctions, one of which is being the first person to live blog fashion week (at least according to Women’s Wear Daily). In the late aughts just before the Great Recession, it was a hell of a time to work in fashion and I wanted in. Being utterly unqualified I did what any kid would do and started a new media company. It went pretty well, we turned it into an ad tech company, sold it, and survived “RIP good times” but before all of that I partied professionally. A lot of business in fashion used to get done over drinks in fancy hotel lobbies while we all clutched our Blackberries.

This particular photo represents a time when Condé Nast still mattered. I was at the Mercer Hotel with my friend Lauren Goldstein Crowe (also apparently economic writer Felix Solomon). My friend Lauren was the newly installed fashion columnist for the new glossy magazine about money called Portfolio Magazine. We were killing time in the then trendy Soho hotel before the always reliably two hours late Marc Jacob’s show.

I don’t actually remember if I legitimately had an invitation or if I snuck in with Lauren that season. Back in 2007, if you can believe it, social media was considered very uncouth and no one has begun writing “bloggers are taking over the front row” thought pieces yet. Could have gone either way.

Portfolio was the last hurrah of the print behemoths, a glossy magazine dedicated to the culture of finance, so naturally I was appreciative that I could tag along with my much better financed friend. Condé Nast reported spent 100m on the magazine and I appreciate that some small portion of that went to drinks before the fashion of the season. Lauren is an especially erudite editor, of the sort who writes deeply studied long form work, so the fact that Condé Nast was paying to send her to fashion week was pretty decadent. She wasn’t a mid tier market editor who needed to see the clothes. She covers culture so the entire milieu was her domain. The gossip before the shows absolutely counted.

Of course, the business of media couldn’t support that sort of thing forever with changing advertising models and Condé Nast didn’t really keep up with the times. It’s a real loss. People like me ended up winning and it’s been perhaps a net loss for some things that were valuable cultural artifacts.

I spent no more than a couple grand getting our rinky dink operation up and running. We still managed to publish faster than anyone else. I had several meltdowns in service of that effort. In hindsight it was probably a waste but it felt so very new and urgent to be publishing things at the very second a look went down the runway. Now fashion week is an exercise in instant publishing and live-streaming everything from a million perspectives. But the actual studied writers don’t get expense accounts and drivers and corporate Blackberries anymore. If they are lucky maybe they have a blog with a subscription. Lauren knew it even then. She and I slowly occupied the same basic space in the ecosystem. She was just 15 years ahead of seeing it.