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.

Categories
Startups

Day 250 and Getting to Know You

I don’t really like musical theater (it’s the people sorry) but I’ve been humming a tune from The King and I called “Getting to Know You” as I codify my process for meeting founders and startups. It turns out Julie Andrews through Rogers and Hammerstein lyrics may be a viable strategy for finding out if someone is a fit for Chaotic.Capital. The actual play is racist, colonial nonsense but you know take art for art’s sake.

Getting to know you

Getting to feel free and easy

When I am with you

Getting to know what to say

Haven’t you noticed

Suddenly I’m bright and breezy?

Because of all the beautiful and new

Things I’m learning about you

Day by day

She’s talking about being a teacher and getting to know her pupils but it’s also maybe about falling in love, but I like the sentiment that learning “beautiful and new” things “day by day” feels bright, breezy, free and easy. That’s a good template for relationships of all kinds.

Pitching is none of those things. It’s practiced, formal, and exhausting. It may be a necessary evil for founders as you need concise and clear communications about what you are doing and why it requires capital. But I don’t think it’s the best way to get to know people. Getting to know someone should feel easy.

I like to get to know someone over the course of conversations. My preference is through asynchronous communication mediums like chat, direct message or email. There is something about the volleying back and forth of information that helps me more. I like a back and forth that is informed by revealing thought process but also context and background. I’ll chat with virtually anyone and keep my direct messages open on Twitter because I value conversation so much.

I generally don’t feel that phone or video calls are that helpful to me in getting to know someone initially. I don’t mind short 10 minute bursts. What I do dislike is the planned hour long call for an initial conversation. Rarely am I able to be emotionally and physically present for something like that if I am not already interested or invested in story.

But if we’ve had conversations through Twitter, direct message or email where I have more context and connection then it’s possible I can be present for you. But I wouldn’t recommend asking for an hour synchronous medium as your first interaction with me. I’ll do it as a favor to someone now and again but I almost always resent it.

I’d rather get to know you over time before I’m trapped in a room for an hour to put it bluntly. I promise this is for both of our benefit. You wouldn’t take someone on a two week vacation for a second date so why would you hinge your chance to work or get investment from someone by insistence on spending an hour together right off the bat. Let it simmer a bit. Give me an appetite for wanting to help you. Then you won’t be able to get me off the phone or Signal. I will be your most available investor if you take the time to show me who you are.

So go ahead. Message me. Message a bunch. Send an email. If you don’t hear from me message some more. If I’m being evasive tell me straight me. But the end goal should be that getting to know you is free and easy. And you will be able to tell if I’m excited. Don’t give up. Just keep the conversation flowing like Julie Andrew’s did.

Categories
Chronicle

Day 249 and Vacation

The last vacation I went on was a long weekend to Miami in early February 2020. I had been following the outbreak as it unfurled in Wuhan at the time but it was before covid19 became a pandemic. It didn’t appear as if it had made it to America at that point. Three weeks later and I began locking down.

I remember having a terrible migraine on the second day of that vacation. It has been a question as to whether I was healthy enough to travel. We were still stabilizing my ankylosing spondylitis but we hadn’t been on a vacation for over a year at that point as I had spent the summer and fall in and out of hospitals. So we risked it. It seemed like we should at least try to take a vacation. Even sick folks deserve a break.

I took a picture of the darkened bedroom while I rode out my migraine in Miami

In hindsight obviously I’m glad we took a chance and went to Miami. Even if I spent a day of the trip in a dark room. As much as I was early on the pandemic, I didn’t fully appreciate that it would be so long and so restrictive. Even being able to be in a cold hotel room nursing a migraine was an unimaginable luxury for most of the pandemic. I’m so grateful we took that last trip. Sure it doesn’t look particularly exciting but to me I see it as the last time I felt safe traveling.

Now that I’m in Colorado, which is it’s own vacation destination, I don’t feel as much of an urge to get out of town as I did living in Manhattan. Sometimes you do really need to escape from New York. But no one needs to escape from Boulder.

Yet right now I am craving a vacation. I want to feel a change in routine. Hell a migraine inside a hotel is still more exciting than a migraine in my own bedroom. I’m not likely to get on an airplane as the cases are a mess but maybe its time to go somewhere. I hear Aspen is lovely in the fall.

Categories
Chronic Disease Emotional Work

Day 248 and Trusting Nothing

I am learning to appreciate the value of doing nothing. I have always struggled with the human “being” part of the equation. I would prefer if we had been called human doings. But I’m slowly being convinced that’s just ego talking.

I feel terrific if I do nothing. I don’t even mean doing things you might consider recreation. I mean I don’t do a damn thing but still in bed flat on my back. I let my mind wander. I’ve learned that leisure isn’t my style. I can’t do something and experience it as nothing.

Maybe I’ve got some kind of struggle with getting and staying in a parasympathetic state. Maybe I prefer the fight or flight. But it is in the rest and digest state of laying down that I finally feel at ease. It’s from where I bring myself back. It would be nice if I fully relaxed when doing my nails or hanging out with other people.

But as the only thing that truly gets me into parasympathetic is stillness I will trust that nothing. I’ll remind myself I need to do it. Maybe I’ll even be on of those people that calendar it. Sorry I’m out of office as I need to lay flat for the day. Come back tomorrow!

Categories
Emotional Work Internet Culture

Day 247 and Rooting for You

I watched a viral video of a young white American kid who claims to have quit a 100K job in order to pitch YouTube star Logan Paul for a job. It’s really hard to watch because this poor young man just utterly shits the bed on asking his favorite social celebrity to take a chance on him. He can’t even tell Logan what he is best at. He doesn’t know himself and thus cannot capitalize on his moment in the sun to show his worth. Honestly it will break your heart.

The shitty sad part of watching this kid utterly fail at self advocacy is if you are in a position of power you genuinely want to help people if they are clear about how you can do so. No one wants to say no. We all want to get to yes.

Being asked “what are you good at?” is an empathy driven open ended “get me to yes” kind of question. Logan Paul, never a celebrity I’d have previously associated with emotionally empathic, actually encourages this young fan. Even in a short clip he encourages him.

It breaks my heart a little that this kid doesn’t have anything to say for himself. Even saying something small like “ I’m the best getting groceries quickly” would have given him a chance.

I think the reason this hits me hard is that everyone has emotionally been that young man. Asked someone to help and just utterly bombed. I know I’ve taken a swing and asked powerful connected intelligent people to help me and then subsequently failed to rise to the moment. I carry those emotional failures with me. I think we all do. It’s what drives us to be better. Those moments of defeat can remake us for success. They course correct us. But only if we don’t let don’t let those failures beat us for good. We have to see the patterns that brought it into our life, accept that it’s our failure, and let it improve us.

That’s why it’s so important when you are in a position of saying no to someone to do it with as much grace as Logan Paul. I know it’s a weird sentence to type. We owe it to ourselves to there to hear them at their lowest moment with the hope may eventually become the path to their better self. Because surely someone once did that for you. That’s wisdom.

It’s hard getting a concise answer to “why you” and finding and accepting the truth of what you are truly better than anyone else is at is a lifetime of work. Being able to do it when you are young is what makes for a life that will give you satisfaction instead of disappointment.

I genuinely believe we want to help others get there. I used to hate when someone who turned down one of my pitches would say they “were rooting for me.” I thought it was dismissive. Now I choose to understand that that most people want to help you succeed.

If someone accepts time to talk to you it’s probably because human to human they would like to get to yes. I now take “we’re rooting for you” as sincere. Maybe it’s not in some cases but why not default to good intent first?

Categories
Internet Culture Politics

Day 246 and Culture Bores

Anytime a new conflagration breaks out in the culture war I worry. What if this is the time I finally get information poisoning? I’ll surf the discourse and try to wrap my head around the issue. If it’s just a minor flare up, an outbreak of zeitgeist, my rational antibodies react swiftly and I bounce back from any emotional reactivity without getting sick. But when it’s full blown infection of the entire body politic I am not so lucky. I will succumb just like the rest of the country.

To fight off cultural contagion it will take several days of inflammation. I’ll be hot, bothered and have muddled thinking. It will take all of my energy and focus to see through what is the immune response and what is the infection. And then only then can I begin to consider treatment to get back to an emotional baseline.

Yes I am absolutely torturing a metaphor here but I’ve dealt with several cultural infections over the last year and it’s been a mess. My natural immunity to poor information environment isn’t total. Raging partisans spewing talking points can infect anyone. I’m sick of being infected just because I read the news. No one can be expected to quarantine their entire lives from current events but it sure feels like the isolated forever crowd is winning when someone tells me “just don’t pay attention.”

I encourage you not to be a culture bore. A culture bore is someone who spreads culture war contamination. Sure you might not realize you are infected. But you can take sensible precautions and it makes the informational commons better for everyone

Don’t spread a malicious informational meme unless you are willing to let others get infected. Which you might be. You might be a partisan. I don’t know. That is your right. But then you’ve got to ask yourself if I am sharing some tidbit of bullshit am I doing so because I think it’s beneficial? Or am I an unwitting carrier of some viral nonsense?

Sure I get it. It sucks to consider that your meme hygiene might be bad! I’ve been there. I picked content up from some dive account that only retweets resistance grifters and regretted it later. I’ve liked some kooky tweet from an account who turns out to believe the January 6th insurrection was patriotic. We’ve all done it. But for the sake of everyone else enjoying the information commons and being decent citizens together try not to do it deliberately.

Categories
Politics

Day 245 and Vigilante Justice Is Not Justice

Texas seems determined to make itself unfriendly to business as it thumbs it’s nose at the basic idea of the rule of law. You know the kind of thing where it applies equally to all of us and it isn’t in the hands of private citizens to carry out vigilante justice? Yeah that thing that makes America great. The SB8 abortion bill should concern everyone regardless of their views on abortion. Here is a TLDR if you aren’t following the news.

Every element of this law was written to weaponize the courts and will allow literally anyone to abuse and harass the vulnerable without ramification. Shit like this undermines the rule of law for all of us. And if you think this won’t be the blueprint for many further laws, by both the left and right, you are deluding yourself. Populism isn’t big on principles.

I believe in the rule of law. I would never live in a state that is intentionally enabling the abuse and harassment of its citizens. Texas is rapidly making itself an i hospital place for democracy.

It is not just that they have created the private right of action, it is that every element of the law has been written to be as painful for the defendant as possible and as consequence free for the plaintiff, regardless of how bad faith the complaint may be. The right used to care about frivolous lawsuits. Businesses still do. All startups should oppose this bill independent of their views on abortion. This is bad for business.

The precedent that this is setting in developing laws that allow the courts to be used for such blatant and consequence-free attacks should be particularly concerning for startups as they do not have the money or teams to defend against frivolous lawsuits. Current-day Uber could deal with the harassing lawsuits but your 25 person startup can’t. This privileges big business so there is a lens through which this simply further entrenches dominant corporations.

The entire aim of the populist and theocratic right is to create a convoluted mess of weaponized legislation to punish and harass anyone they do not like. A good example of this was pointed out by Mike Masnick in that under the populist’s right ideal version of this abortion and their social media bill that they are considering, if someone posted on Facenook how to get an abortion then Facebook would get sued for leaving that information up but would also be liable for taking it down. Which one is it guys?

I think the curbing of the voting franchise is part of the same trend. Using convoluted legal policy to further your religious or political ends undermines the rule of law upon which businesses rely.

It is a truism that one should only give powers to the government that you are happy with your worst enemy wielding. This is why I am a small government conservative. Is anyone happy with their worst enemy wielding vigilante justice?

The issue even pro life people should have with this precedent, is that people on the left can use the exact same model to attack constitutional rights they do not like such as gun rights. Just as the right is dodging the protections of Roe, the left could use the same technique to dodge the protections of Heller. Not great Bob!

It is a bad precedent because if something that is so clearly political where the specific intent of the law is to allow private parties to use the courts to harass people they do not like, if that works, and it achieves their end, then this is a model that will get replicated in other areas. Imagine if you are a business. No reasonable business wants to endure this type of unpredictable risk.

The law is meant to treat everyone equally, it is not meant to further religious or political aims. We are not a banana republic. This bill undermines the fundamental rule of law. All right minded people should oppose it.

Categories
Internet Culture Reading

Day 244 and Crypto Fiction

Science fiction has often been the proving ground for reality. Without Star Trek I doubt I’d be typing this out on my own personal tricorder (mine is called an iPhone). Imagination begets reality. Much of the internet was charted in the genre of cyberpunk long before the rest of us got online.

I think we are entering a new phase with crypto and I’d like to compile a list of foundational texts that have given us the imaginative framework for concepts like the metaverse, DAOs, and smart contracts. I believe this to be a distinct genre from cyberpunk even though classics like Snowcrash transcend both genres.

For instance I don’t think Neuromancer is a crypto novel even though it is an internet novel. I’ll have to work through my logic and categorization on that front but my instinct is that novels that explore networking and computing are not in and of themselves crypto novels. They have to include some aspect of decentralization to qualify. Further aspects like self executing logic for corporations, societal organization, peer to peer and permission-less code and other similar themes I think all fall under decentralization.

Snowcrash by Neal Stephenson – the original metaverse novel. Hiro Protagonist literally inspired Stack’s Hiro. Full disclosure my husband is the COO. Ironically he has not read the book.

Rainbow’s End by Vernor Vinge – what is basically boomer has to adjust to economic life that is organized around what are functionally DAOs with the help of his granddaughter. This grossly oversimplified plot shouldn’t be used to judge the book which is actually a singularity story.

Daemon & Freedom by Daniel Suarez – the predictive text finisher for Gmail takes over the planet by creating a smart contract. If you ever wondered what would happen if what if Grammarly becomes Putin this is for you. But I do think it is an excellent exploration of how DAO (decentralized autonomous organizations) could replace the corporation.

Attack Surface by Cory Doctorow – you could include any of the books in his Homeland universe but this one pushes home a bit harder how centralized services destroy privacy which is core to why we need peer to peer permission-less systems.

Analog by Elliot Pepper – While it is technically a thriller trilogy there is an augmented persistent metaverse that is run by an organization that transcends the corporation to be something much more. Plus it has lobbyists, self destructive energy billionaire and engineer heroes.

Acellerando by Charles Stross – it starts in the home of the corporation Amsterdam and pans out from there to include things that look like smart contracts that are in fact too smart, lobsters, shell corporations, and the eventual end logic and utility issues brought on by the logic of “always be growing.” Also snag Neptune’s Brood which deals with the monetary policy implications of faster than light travel in a galactic civilization that needs slow stores of value. Cold wallets!

Categories
Startups

Day 243 and Delegation

One of the funniest aspects of hustle culture was its insistence on always being “on!” This maxim fought mightily against that other successful management truism; a successful CEO delegates. But how can you always be working if you have also successfully delegated your workload to a top notch team? Which one is it guys?!?!

I guess the logic was that you should always be working on whatever new horizon you has discovered in your perch as visionary founder but also be continually recruiting the best possible people to take on work as you should never be doing that work yourself. But those two directions are in obvious tension.

I think this tension ended up creating founders who exercise control of their anxiety through constantly searching for new ways to show off they were hard at work. We got addicted to busywork. Or at least the appearance of always being hard at work finding a new problem and then hiring talent to own it.

You’d always be finding new blockers at every turn, justifying it as growth and then you’d balloon your team hiring people for the work that you’d just found. I honestly wouldn’t be shocked if this was the driving force behind the trend of showing off your headcount growth.

“Oh we hired 50 people this quarter!” Sure but like were you actually blitzscaling or were you caught in the hustle/delegate hamster wheel? How many of those people actually materially moved your roadmap forward? I would bet at least some of them were just there to give you the emotional safety of claiming to yourself that you’d satisfied both hustle and delegation culture.

Categories
Emotional Work

Day 242 and Feelings Come First

Someone told me today that “feelings always come first” even if you’ve convinced yourself otherwise. This struck me as a very painful truth as I’ve come to rely on the very adult concept of rationalizing the capacity of intellect. Mind over matter might be possible but mind over feelings is folly. Of course it’s just ego to suppose your great mind is capable of overcoming your feelings.

Even if you don’t realize what you are feeling, your feelings indeed do come first. That’s in some sense even worse. Your life careering from one action to the next while you’ve numbed yourself to why you take the actions that you do. That’s a waking nightmare. Whether you like it or not, your feelings dictate everything even if you are convinced of your own rationality. Better to let your feelings emerge and understand them.

I get the temptation to rely on intellect and reason. Feelings are messy. But humans are feeling machines with the capacity for reasons not rational machines with the capacity for feelings (that would be Data from Star Trek and he sadly isn’t real). It’s a nice bonus that we can reason but our feelings come first.

The caveat to this is that feelings are not facts. Just because you feel a certain way doesn’t make it objective reality. That’s why forcing your feelings onto someone else isn’t helpful. It might not be true in consensus reality. But if you can share why you are having the feeling you might be able to come to a common understanding.