Categories
Emotional Work

Day 499 and Maturity

I don’t get FOMO. “The fear of missing out”hasn’t ever plagued me. Maybe because I had good years where I was a cool kid and I lived at the tip of the cultural spear and at the top of the class food chain. And no I don’t feel cool typing that, it’s actually kind of embarrassing. But now I find myself getting further in touch with exactly who I want to be and where I want to do it. This has been a year of becoming myself. I’m maturing into the adult I plan to be. I went all in on being middle aged. The Boomers never got old but their millennial kids hit middle aged in record time

As I’ve shared the decision making process of moving our family Montana I’ve been so moved to see so many of our friends and extended community members support us. Alex and I both talked through this decision in real time across our social media and in our daily in-real-life lives. And people have been here for us. I cannot even begin to express my gratitude to people. I honestly had no idea this many people wanted good things for Alex and myself. It makes me feel so loved. If you think I’m talking about you trust me yes I am. This is a subtweet about how much you helped.

One of my husbands good friends is a general contractor and he came up to Montana to do a walk through on the property with us. Thanks to his insights we are much more confident in our decision to buy. And as I mentioned earlier in the week two of our good friends came up with us to Montana. Their emotional insight and support helped us make this massive investment. This support has enabled Alex and I to confidently make one of the biggest decisions of our lives.

When you are younger you play an optionality game. You seek to maximize your choices so you can pursue the biggest life possible. You have the totally rational viewpoint that your whole life is ahead of you. You shouldn’t limit yourself. And then suddenly you find yourself wanting to put down roots. You want to find your people. You want to find your family. Maybe it doesn’t look like everyone else’s family but that’s ok because eventually you have the maturity to accept the consequences of the life you want. And then you have to take action on making that the life you life. And it’s actually quite hard to have the maturity to do exactly what you want. Nothing is free and everything has a price.

So am I absolutely terrified that I’m in over my head by deciding to move to Montana? Actually no I’m not. I’m supposed to tell you of course I’m scared. The right emotional play is to talk about my uncertainties. But I am not uncertain. I’ve seen the data points that I need to make a choice about my life. Maybe I’m willing to make the bet earlier than most. I probably am. My girlfriend called me a cultivator. I am here for the journey and I’m not afraid to commit before anyone else. I don’t mind if you think I’m crazy.

I’m actually so glad that I’ve had this experience during a time when I’m chronicling my life. Having decided to write every single day I’ve opted into a certain amount of transparency but also responsibility for my own thoughts. I’ve had to own a lot in the moment. That actually was a little scary at first. But at some point the benefit I derive from being this present is worth the risk. And I’m absolutely confident that this has been worth the investment.

Categories
Preparedness

Day 497 and Collapse

You ever find yourself so stressed by a big decision or important event that you become sick as soon as it’s end is in sight? Adrenaline and cortisol take a strained body pretty far, but eventually your central nervous system is like no. I’m not at all surprised by how poorly I feel now that we’ve resolved our dilemmas on housing. In fact, the offer on the house was accepted today. If all goes well, we will move to Bozeman Montana in August. Prayers and chaos magic sigils.

I went to the urgent care center to get tested for Influenza A this morning as my husband had it last week. My Covid test was negative as was my influenza test. But I am coughing so hard it’s a challenge to get a breath in if I so much as talk. I got handed codeine cough syrup and Tamiflu and told to get back in bed. My body knows it can let go. We’ve got the house.

I want to be excited. I want to feel the joy and relief that I know is underneath the exhaustion and sickness. I want to feel the security from knowing my my job is done. We’ve been working towards buying a homestead for years. My husband and I have been doing our homework and working through preferences on the ideal land for what seems like our entire marriage.

But with the pandemic, we finally set about finding a home that could house us for decades. We’d been freed from dreaming about rural living while being stuck in cities and could now go about doing something with our desire to live in the mountains. Work from home changed the game for us completely. We could finally live where we wanted.

I want a homestead because I think we are in for hard times. Abundant opportunity exists to be sure but only for those that are prepared. My husband is skeptical on how extreme any event will be but trusts me to care for our family. Look at me doing the ultimate feminine act and standing for the home and hearth.

And I simply want harder times to be easier for my family. I don’t want my people to suffer because the world is changing too fast for them to adapt. I want to set up my tribe to succeed and thrive in a new chaotic world. Preparation takes work and making strange even crazy sounding bets before anyone else thinks it’s sane. I don’t mind being seen as crazy so long as me and mine are safe. I am a woman. You should fear this primal energy. It’s strong.

Close over the horizon we’ve got a new world of uncertainty coalescing into possibility that is emergent. Chaos will reign. How? Who can guess. Our simian minds can barely grasp the first order effects of our current landscape. Of course, we haven’t figured out second or third order issues from war and pestilence just yet. We just aren’t that smart. How could we ever predict the future? We are struggling to make sense of the present.

We are just now seeing the supply chain issues and commodity shortages from the pandemic collide with our globalized economies. This is just the start of the complexity era. Just wait till fertilizer shortages in global farmlands intersects with the war in Ukraine and the super hot and super dry summers brought by climate change. That doesn’t scar you enough? It should.

Wealth has bifurcated and American cultures are at war. It is literally a culture war playing out as fifty years of consensus in reproductive rights collapses. I don’t kid myself on it stopping there. Our sex lives are about to be the governments business and some folks feel good about it. Some fuckers are celebrating it. We are about to face some weird times and I want to face them on my own land with my own guns.

I am preparing myself for much harder times ahead. Because hard times create wealth. I am putting myself somewhere remote with a cold climate to mitigate climate disruption. But until it’s an emergency I’ve got a top notch airport with daily flights to any city where finance or technology does business.

I’m still on good supply lines but I’m also in a community that can do a lot of trade on the basics of food, water and services. I picked a state that has abstained from the culture wars. I pray it remains a libertarian “live and let place” as I fear for the theocracy that is coming for southern states.

Equally I’m disinterested in liberal states that want to decide how to best allocate my resources. I’ll build my own communities and see to them if I can. Bozeman was a very deliberate choice that came from literally thousands of variables. It’s my last stand where I think I can battle the future and win.

People talk a good game about their vision for the future. They talk up their investments and their bags and their confidence in a whole new world and yet they live in precarious cities and lifestyles a single crisis could derail. I’m telling you that I see chaos and it will not ruffle my feathers. It won’t disrupt my breakfast. And I intend to set myself up to be able to ride it out in as much comfort as possible with as little disruption as possible.

Because I want to win this churn. I want to make money. If chaos is a ladder I will climb. And I’d suggest you consider what you are willing to do to win the next decade. It might not be the collapse. But even the crumbles will require you to change. And if your answer is nothing. I cannot guarantee your comfort in the future.

Categories
Startups

Day 484 and Steadfast

Someone who I have come to rely on had a set back this week that briefly threw me for a loop. I initially felt a bit upset, selfishly I felt angry about what the setback might mean for me. That feeling passed quickly. I wanted to jump in and help them overcome the issue. I felt an upwelling of loyalty and emotional empathy that I hadn’t completely anticipated.

In truth, I was honored they shared where they were at with me. Their transparency meant a lot to me. If anything it cemented my feelings for how much I wanted to continue working with them.

Loyalty and steadfastness are qualities that are crucial in startups. Feeling like you are safe enough to bring both the good and the bad to your team makes all of the difference. If you do not trust that your people will remain loyal to you even in times of turmoil you don’t have a team. It’s fine to hire mercenaries at established companies. But when something is new and nascent you are better served being surrounded by those that believe in you.

I emphasize psychological safety in my writing and on chaotic.capital’s website because I think it matters more than almost anything else. All things being equal, psychological safety is the differentiator in who survives in a startup. Having the confidence you can share your creative process matters a lot.

Categories
Chronic Disease Startups

476 and Temptation

When I am feeling healthy I love to over do it. Most days I feel basically fine. Which is a significant improvement over even two years ago. I was living a little low. But maybe once or twice a week now I will just feel terrific.

Today is one of those days. I woke up early after a restorative night of sleep. I didn’t miss anything on my extensive wellness regimen. I was just nailing the day.

The sad part about doing wellness because you have to for a chronic disease is that you aren’t even ever hotter for it. Healthy women be doing yoga & taking supplements and practicing wellness and it’s a fucking Instagram campaign. I do all that shit and at the end I’m “ok.” It’s actually pretty demoralizing. I engage in flawless yuppie next generation wellness because it’s actually keeping me alive.

With this context it’s clear that I resent having to take good care of myself. It feels like a burden. So when I have a really good day. When I’m just energetic and focused and, yes moisturized and thriving, I’m also plotting how to undermine myself.

Because I felt terrific I just hand to indulge in it I took a bunch of calls and did a bunch of portfolio work. I went for an hour long creekside walk to discuss some communication strategy with Alex. I was vibing. Until I wasn’t. I crossed some little threshold and realized I needed to pull back the energy expenditure. I recognized I have given into temptation this time.

Categories
Startups

Day 470 and Social Skills

Startups are just as much about social hacking as they are hacking something technical. We worship the archetypal “coding nerd” who is brilliant but awkward, but in reality building shit requires an awful lot of social finesse.

I meet with a pretty wide range of founders. A lot of them are clever but relatively normal people. But many founders are fucking beyond weird. I see a lot of neurodivergence. But it’s not all towards the awkwardly autistic. Plenty of founders, especially in web3, are almost supernaturally charismatic. No literally it’s magic.

And that magic is good for making something new. The ability to empathize and listen is hugely prized in leadership. Being present and able to socialize in any social context is key to bring diverse groups together. We are much more willing to throw in our resources behind a founder who can rally us together. And this is just objectively good for the startup. Of course investors want to back that kind of person.

I think some people are offended by this reality. We see endless pop culture depictions of narcissistic sociopaths raising shit tons of money and then destroying their companies. I’m honestly a little sick of it. It’s no secret that Silicon Valley, but capitalism on the whole, occasionally rewards charlatans. I don’t think it’s particularly indicative of anything but human nature. Like Fox Mulder I too want to believe.

Categories
Startups

Day 468 and Small Moves

One of my favorite movies as a kid was Carl Sagan’s Contact. It’s not a great movie but it’s heart is in the right place. It’s a beautiful story about human curiosity and the long timeline of history. In one of the closing sequences the protagonist is told by alien intelligence as embodied by a representation of her dead father that all next steps are “small moves Ellie.”

I never feel like I’m moving fast enough. Every day presses against me. I long to slog through them with speed and alacrity. It’s almost embarrassing how inadequate I find my progress. But then I remember that I move fast. I live ahead of the mainstream. I get to sit in the future that William Gibson said was not evenly distributed. Even if I don’t think I’m particularly good it’s hard to deny just how much of my life is lived in a tiny sliver of humanity.

Someone recently asked me how I moved so fast when I’m dealing with a chronic illness. I found it to be such a shocking question. I feel like I’m glacial compared to the reach of my desires and imagination. But then I’m reminded that even in shorter hours I’m forced to hone my crafts. I can’t afford to waste energy or focus so I simply do not. I imagine this focusing out of need is similar to what parents of young children operate in. The subtle art of not giving a fuck.

And so what if I am slow on a day to day basis. Rome wasn’t built in a day. I’m not a market trader. I invest in ten year cycles. Everything in venture is actually small moves. But as time adds up so do the aggregate of the moves. Compounding interest is up there with gravity as a force. So even when I yearn for more and for it to arrive faster I have to trust the numbers.

Categories
Emotional Work Startups

Day 466 and A Painting Without Shadows

I take therapy really seriously. I’d put being emotionally capable of managing myself at the very top of my life priorities. Honestly it should be number one and if it isn’t I need to stop and ask myself why. Being an adult requires an intimate understand of one’s emotions and the capacity to share them with others.

To further this goal I do a weekly session as well as group work. It’s meaningful to me and I recommend to all my founders that they find a way to get into coaching as well as therapy. Taking care of your own inner child is the only way you are going to be able to lead a team. If you want to build a billion dollar company and manage thousands of people you better be able to manage yourself first.

Where I think people can go wrong is treating this process as if it’s one of optimization. Do I think founders who have taken the time to understand themselves do better? Absolutely. It’s pretty rare that someone’s coping mechanisms help them reach the heights of their talents. A chip on your shoulder is great but eventually you learn to transcend it.

I think this is because if you don’t understand yourself you are a painting without shadows. It’s flat. Boring. Doesn’t read as true or trustworthy. Maybe you are really good at showing emotions to get your way. Lots of people are but if they just off enough from genuine then it reads as the uncanny valley of empathy. People just know when you are hiding something. And hiding your dark side means hiding your shadows. Without them you are a flat human.

A painting without shadows wouldn’t be any good. You without your shadows wouldn’t be who you are. The best of you exists because of the worst of you. I really do hope more people are able to see that truth and love themselves.

Categories
Emotional Work

Day 462 and Action is Not Power

Action equals power in America. But at the risk of repeating some basic definitional shit, action is action. Power is power. They are not the same thing. I have a bias towards action as the famous Amazon aphorism goes. I think action is often a beneficial force. But I am learning that sometimes I need to be still in my power without turning to action.

It’s a challenging concept for me. I have more power by allowing it to flow through me. But I prefer taking action to acquire it. I’m in an industry and country where no one is ever satisfied. The need to acquire more is a looming mimetic desire. And the clearest path we see to acquiring more? Take action! Do a thing. Make a move. Be a player.

But sometimes power is found in stillness. The slow places. The quiet places. The interiors of our lives. We meditate and contemplate. All these practices can help us access the power we already have inside us. The capacity that existed all along and simply needed to be honed.

I wanted to beat myself for not seizing more power recently. Why wasn’t I being more aggressive? And then I realized I already had everything I needed in me. I don’t mean this as some bullshit thought leadering either. I slept till 1pm today because I was out late last night. I needed the stillness and rest so my own power can through. I could have been up and seizing the day but that would have only resulted in action and not power.

Categories
Startups

Day 452 and A Short Guide on Cold Outreach for N00bs

I have an open Twitter DM policy for founders. I encourage outreach to me via all forms of asynchronous communication. I think the hour long pitch, either zoom or IRL, is a bad way to get to know someone. But that doesn’t mean there aren’t rules and social graces involved in cold outreach. I’ve outlined an FAQ on how to get to know me and what I look for in founders but it seems like people would benefit from more tips on how to ask for help and investment on social media.

1. Give Me A Synopsis

If you are sliding into my DMs remember that I’m probably just glancing at an alert. You want to get across just enough context to encourage me to pop in and take a look. And remember you don’t need to convince me with one paragraph. I want to develop a relationship with you and learn how you think. That’s not possible in a few sentences so remember that synopsis is just the beginning.

2 Use A Social Account With Shared Context

I’m always surprised by people who slide into my DMs with 15 followers and a blank Twitter profile and expect an answer. Use the shared social graph to show your interests and tastes. Follow and be followed by people in common with me. You’d be surprised how much meaning I take from seeing you follow and interact with people I respect. The social graph is now we vouch to each other we’d enjoy spending the next ten years working together.

3. Tell Me Who You Are

Make sure you’ve got a link to a personal website so I can learn more about you. It doesn’t have to be elaborate. I think LinkedIn is lame but it’s easy and shows your skills and career path. Hate that? Link your TikTok or Tumblr or blog. Are you anonymous? That’s totally fine. I’ve funded anons. Give me the portions of your identity that are on chain or under your pseudonym so I can learn more from there.

4. Rome Wasn’t Built In A Day

You don’t need to ask me for an hour long pitch or even my email right away. I don’t need perfection from the start. Just say you are working on something and want to talk to me about it. Say you will send me a white paper or a blog post and ask me to read it. Then follow up in a few days to see. Don’t get social anxiety about it either. I probably just forgot or got busy and I love being reminded. Truly.

5. Only Ask for Favors After You’ve Demonstrated Rapport & Competence

I cannot tell you how many times I’ve been asked to for advice, help or investment in DTC, CPG or retail type businesses which I have explicitly said I do not do. But what’s even wilder is that the question right after I say no is almost always “well can you introduce me to other investors that do?” This isn’t an inherently bad thing to ask me. I want to help. If you’ve shown me a great product and I’m engaged and impressed with you as a founder and we’ve had a few interactions ONLY THEN do we have enough of a relationship where it’s ok to ask me to spend my social capital to help you. I can’t help you till I’m sure you can help yourself and that means demonstrating you won’t waste the time of my network as well. Favors are big asks and I only want to use them on people who will reflect well on themselves and on me to my network.

Categories
Chronicle

Day 449 and Lost Time

I lost some time this week. I was living on someone else’s schedule and it cascaded into a wash of hours where I felt like I was completely out of sync with the wider world as I struggled to get back in my own time.

I’m not at my best when I have to push myself to live on other people’s time. Everything shrunk down to my bedroom and my body and my own myopia about righting my sense of reality. I was in a lot of physical pain which pushed me mentally as well.

I started to feel genuinely better and on track around 5pm in Frankfurt. Technically that meant I still had a half day in California to work. But I’d lost the will to push. I needed to regroup. I am telling myself that it’s ok because it’s not as if I work a standard 9-5 job. I can take the weekend to find my way back to the timeline. And if I’m honest some of my best work gets done on Saturday night.