Categories
Startups

Day 398 and Experienced

I spent a part of my day gossiping with a friend of mine who is from the same cofounder cohort as I am. We’ve got a lot of common interests beyond having both been founders at the same time and I won’t list them as I don’t want to give them any hassle. But the two of us have seen a lot of the same things. We are now experienced.

It’s funny what you notice when you are experienced. We were noticing little aspects of how founders we taught or mentored or invested in tended to repeat. How there are certain repetitive patterns you notice in first time founders or folks who are new to Silicon Valley culture. You notice idiosyncratic elements that all n00bs have.

Of course the where it becomes hard is how much time do you put into coaching them. Can you help them level up fast enough to avoid all the mistakes you made? Can they outrun all their faults and weaknesses by adding new strengths where it matters? It’s honest the best work in the world. You find yourself constantly optimistic that big things are possible. That the best version of someone is inevitable with work and love.

Of course founders with battle scars know it best. We know where the sharp turns on the road are. Because we wiped out there. When we yell out to you to watch out it’s because we know the road better than you.

I’d also bet that this is why venture capitalists will stay with founders who are floundering and fucking up and being failures. You’ve seen their bright spark. You know their brightest self and it’s aspirations. And sometimes it’s really hard to accept when someone just isn’t going to make it. Because belief is deeper than facts sometimes.

Categories
Chronicle

Day 395 and Uninspired

I was texting with a friend that I wasn’t feeling very inspired to write today.

Do you think you will just skip it?”

It has actually never crossed my mind that I’d skip writing. I was idly commenting that it was on my to do list. My friend probably meant it more as a joke. Maybe I skip other items on my to do list. I haven’t meditated today. Or checked my email. But skipping writing just for being uninspired? That won’t be how my streak ends.

I’d be lying if I said I hadn’t considered how the streak gets broken. I’ll have morbid thoughts about accidents. You know the kind where your mind decides to make you consider something horrifying. What would it be like if I drove off the road? That would probably end the streak. Thanks mind for going there what the fuck.

But even when I had to go to urgent care or stay off my phone for the mother of all migraines, I still wrote something. It’s more likely that something stupid happens like a flight delay accidentally fucks up timing. I do actually have an international flight coming up and I’m planning to write first thing in the morning to work around the ten hour flight time. But today? Nope. I got a few paragraphs down. And that still counts.

Categories
Finance Internet Culture

Day 394 and Antiwork

There is a Reddit sub that is imploding at the moment called Antiwork. I didn’t really follow it before the extremely online moment where one of their mods demonstrated that internet people don’t generally have media training. But one of the amusing bits of antiwork culture got into my feed because someone had an awkwardly worded tweet about young people demanding at least two days off of work in a week.

Before I became a member of the capital class I wasn’t really much of a weekend person. Or even a time off person. I was in a constant battle to get over the line of survivable earnings in America.

But then the magic of Silicon Valley shined on me a few times and I’m suddenly no longer desperate about medical bills or having enough savings for an emergency. This has had the dramatic effect of completely reordering my priorities. Now I take restorative rest time seriously. Knowledge work and good judgement rely pretty heavily on be clear headed. There is no premium afforded for being exhausted. If anything it will lose you money.

So the antiwork folks might have a point. If so much of your life is spent in survival you never have a chance to really be human. And being human is oddly more lucrative. I stand a better chance of doing even better because I can orient my life around bigger outcomes. That attracts more people and more money and improved my chances. And yeah success compounds if you are lucky. If you can get out from under survival. Which is I suppose the hard part.

Categories
Startups

Day 392 and Deal Flow

I wrote about my general philosophy about the futility of the typical hour long deck based venture pitch two days ago. I explained that I’d rather have a conversation with founders.

So if you want to pitch me just hop on over to a Telegram chat or my Twitter DMs. Let’s talk and learn and share and then I can really see your passion and vision and we can both avoid canned performative shit.

Well since then my Twitter DMs have been filled with amazing chats with founders of companies as diverse as consumer products, marketplaces and web3 games. The stuff people are cooking up in crypto is wild. Thought not enough SaaS tool pitches though so clearly I’ve got to get more mindshare there. Note to self to impress Jason Lemkin or something.

I’ve taken a dozen pitches now through direct messages and chats. It’s worked amazingly well. Maybe I owe a drink to Sam Lessin as he came out strongly against Calendly right after I wrote this post.

So pitch me however you like to communicate. Plus, don’t we all die inside a little every time someone sends a Calendly link?

So I’ve got to say I hope I became known as the slide into her DMs VC as this has been a lot more fun than trying to play calendar sync with dozens of people. That game sucks.

Categories
Aesthetics Finance Startups

Day 390 and Pitches

So I think pitching is bullshit. My husband has a great analogy. He thinks an hour long pitch to an investor is like a white board coding interview. Have any of you ever done developer work that didn’t have access to StackOverflow and Google? Yeah didn’t think so. It’s a completely artificial environment. Real work is collaborative and input driven and not at all tied to your capacity to memorize and perform on the spot.

I think this is pretty revealing. We force intuitive input driven thinkers, our founders, into a situation where they have little to no feedback. They can’t get anything from us as investors for like twenty minutes. They lead an investor by the nose through a narrative but what if it’s a narrative the VC doesn’t care about. Then what you lose the deal? Fuck no.

You should anchor a conversation based on expressing interest and seeing together where the biggest vision might lay. I’ve legitimately talked to founders who can see their way into imploding corporate legal apparatus or building clean energy through on chain gaming. That is some science fiction level shit. But could they tell me that in a 12 page deck? Fuck no they would look insane. But I want to see you for who you are.

So if you want to pitch me just hop on over to a Telegram chat or my Twitter DMs. Let’s talk and learn and share and then I can really see your passion and vision and we can both avoid canned performative shit.

You want an investor that sees you for you. I want a founder that is building with such a keen passion it’s all I can do to stop from wiring the money that day. Our incentives can align from first contact. So pitch me however you like to communicate. Plus, don’t we all die inside a little every time someone sends a Calendly link?

Categories
Internet Culture

Day 386 and Pressure

I have been feeling a little disconnected the past couple days. The rising feeling that the zeitgeist isn’t coalescing around a shared narrative has been unsettling.

I usually feel a strong sense of narrative. Maybe because I’m a veteran of the internet’s propaganda class. I was a mercenary in the marketing and media space for the formative years of the social web. If anyone has natural immunity to disinformation it’s the people who manufacture it for a living.

But I can’t tease out who is placing what stories right now. I can’t even get a read on what stories are common knowledge right now. It’s like nothing is winning. There is no story capturing all our imagination at the moment. At least nothing beyond West Elm Caleb. We can agree that Tik Tok is toxic but we aren’t sure where the pandemic is headed, what politics will prevails, or where the markets are headed.

You’ve got to be careful in a toxic information climate like this. You can easily get suckered into attention holes. The more we fixate on the story of the moment the more anxiety you will feel. The zeitgeist isn’t legible. The only way you can protect yourself is to anchor what you know in core beliefs. Don’t let any one stop dictate your mood or shift your focus. Center yourself and you will be less affected.

Categories
Emotional Work Startups

Day 383 and Good at What I Am

Startups are a privilege. You meet people who are exceptional at what they do. Brilliant qualified people who are so capable you could spend your whole life working and only achieve 10% of their innate capacity by natural talent. But the real differentiator is never the talent. It’s the acceptance of who you are. You can’t just be good at what you do. You have to be good at being yourself.

Be good at what you do. Then be good at what you are. Startups require both.

I struggle with this and watch many others who struggle as well. I am brilliant at connecting and amplification but terrible at details and logistics. I used to hate this about myself. I’d beat myself up when I’d get performance reviews that said I wasn’t detail oriented. I thought it was a moral failing. But guess what? It’s just a regular failing. I doubt I’d be great at my actual natural talents if I also had to be good at my failures. Accepting your light means accepting what cast shadows equally.

It’s hard to do. Our coping mechanisms praise us for our good traits and claim full responsibility for achieving them on our own merits. Equally we disown and assume divine intervention or forces outside our control drive our vices. We cannot be responsible for our failures. We only like to take responsibility for our wins.

And I get it. Accepting your shadows is hard. Our parents and our social circles show us who we are supposed to be. Show us what to strive for in the good life. If we are loud we are told to shush. If we are shy we are urged to socialize. Acceptance oh who we are isn’t encouraged. And for good reason. We must push to grow. To become an adult requires effort and work. But we must always remember the ultimate goal in becoming an adult is to become who you are. If you never accept yourself you will never be truly great. And the road is long so start getting good at being who you are.

Categories
Emotional Work Preparedness

Day 380 and Decisive

I’ve felt decisive recently. I’ve been confronting significant and life changing decisions the last few weeks and sailing through them. I’ve never felt more at ease making commitments in my life.

It’s not that I’m particularly prone to paralysis by analysis. Generally I’ve been able to move quickly and without undue agony over my choices. But I think within the last two months I’ve simply got my limit with taking the safe course. Maybe it’s a Covid thing and now that I’ve both been vaccinated and had an infection I no longer feel like I can continue with the same safety practices that the early pandemic did. With the election over and the existential threats of insurrections and instability now existing as a permanent worry, I just put off major decisions. I can’t wait for better times or more information. I need to live adaptability now.

So I bought a house. I committed to the process of buying land in another state for a long term resilience based homestead. I’ve planned trips travel. And not nearby regions like travel. I’m going international. I’m meeting people I haven’t seen for years. In some cases I’m meeting people I’ve only ever known online because socializing has been entirely remote for going on three years. That’s an inhumane way to live for extended periods. Even the most introverted person still needs connections. I’ve started making decisions to live my life. I need to live like a future exists or I will never ever escape. As soon as I made the decision to believe in a future again decisions flowed easily.

Categories
Emotional Work

Day 370 and Grindstone

Today felt like the first day everyone was really back at work after the winter holiday. As much as Americans like to bitch about how Europe takes off August or China takes off January or February or whenever the Lunar New Year lands, we take off much of December. Around mid-month folks drop off the radar and nothing gets done till about Epiphany or so. And they say we aren’t a Christian nation.

So while technically we all came back to work on Monday, today is the first day I really felt like I was back. Maybe it’s because December was such a clusterfuck of a month for me. I had Covid, I tore a ligament, Boulder County burned down. I know this is a petty complaint but I didn’t get a Christmas tree because I couldn’t walk and then I was quarantined. So it was going to take a few days to really shake that off and come into the energy of January.

But I felt back today. Like maybe I could fucking do this. Like all the catastrophic nonsense was shit I could mitigate. And all the optimistic stuff was achievable. And I am going all in on optimism. I’m going to Montana soon to check out towns as I’m just ready to own something more rural. I’m wrapping my head around owning something that is a winter seasonal home. I booked a trip to Europe in a really extreme leap of faith that Omicon will run its course by spring. And I am ready to close some deals I’ve been working on for the last month or so. So fuck yeah grindstone. Im ready.

Categories
Finance Internet Culture

Day 359 and SOS

A few days ago I wondered what project or cultural artifact was going to grab our mutual cultural attention during the Christmas vacation week? Something always does. One year it was fucking Quora if you can believe it. This year I’m ready to call it for $SOS at least if you are into Web3 and crypto economics.

On fucking Christmas Day these degenerates drop a contract to let anyone claim tokens who has ever purchased an NFT on the OpenSea marketplace. And people went ape shit. Suddenly someone had taken all the visible contributions from OpenSea and manifested them in a token and said this is ours. Fuck corporate dominance of profit your users hold the real value. I’ve never seen anything so ballsy. Last year when Wall Street Bets decided to taken on hedge funds I felt like we had entered a new era of community behavior.

An emergent community has swum up from the sea and eaten the lunch of a supposedly greedy centralized platform. Web3 just attacked what we didn’t even realize was Web2. A crypto darling turned parable for centralization in the space of a few years. $SOS seemed to say community owned this value all along. The airdrop showed us the balance of power in a web3 community if we all work together. I’m so impressed by the sheer cultural force of the statement. It could all go horribly awry but god damn if it isn’t utopian.

I’ve got not fucking clue if this is a legitimate contract or not. I’m not going to FUD. But from a first principles, we are building a new internet where the incentives of the users align with the technology statement, then this is quite a shot across the bow. Also I’m pretty sure this makes it harder for OpenSea to IPO if their user base is in open rebellion against who gets rewarded.

The thing is I believe Devin to be a well meaning and genuinely forward thinking guy. He’s a terrific communicator that set out with the utopian intentions that we all do. But we are moving so fast with breaking cultural norms and acceptable societal level rewards for contributions to an economy that I think we might have just spiraled up to some kind of cultural singularity. Crypto might just be moving that fast. Whatever happens this is one of the coolest things I’ve ever seen from a startup. Score one for the anonymous degens.