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Emotional Work

Day 1450 and Dream Come True

I must have taken fairy tales and “just so” stories quite seriously as a small child as I have deep faith in process, repetition, and routine. J

Just keep at it. Practice makes perfect. Chop wood and carry water. To be worthy of the opportunities that might present themselves in your life you must live each day moving forward your intentions with your habits.

Luck is where preparation meets opportunity. If you maintain the course of your life by consistently apply skills and focus, you may find even the most esoteric and specific dreams of your childhood becoming a reality.

Just yesterday I was invited to participate in something that I had dreamed of being worthy of being included in since my teenage years. I kept the interests my whole life and now out of the blue I was being recognized. I could not be happier.

I had aspired to be a certain kind of person as one of my childhood dreams and here I was finding that I had indeed become worthy of my own aspirations. All it took was going in the right direction, keeping a consistent interest in learning more, and being present in public with those skills. I am so happy that years of simple regular action and interest had indeed yielded fruit.

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Emotional Work Startups

Day 1449 and Self Deception

Ten years ago when I was struggling in my role as CEO of a startup I’d cofounded, I was introduced to a classic business book called Leadership and Self Deception. I read it in one setting on an airplane. It was that good. Or I was that bad. Probably both.

The research explored how we end up creating and sustaining problems we don’t know we are causing, and how and why people resist helpful solutions. They discovered the clear and surprising way that people begin to evade responsibility without thinking that they are doing so, and therefore end up blaming others or circumstances they, themselves, are helping to create

It’s worth the read even if you are the type who prefers a synopsis. I believe most business books could have been a blog post personally. That’s how strongly I recommend the book.

Self aware leaders enable personal responsibility in themselves and their teams. And yet we all lie to ourselves in our personal and professional lives to evade taking responsibility for who we are and what we want.

It’s easier to evade responsibility. Things happen to us and we let others direct the course of our lives. This is not however a path to effective leadership and it’s a miserable way to become a victim of everyone and everything.

There are many frameworks for overcoming the self deception our ego generates. We are not doomed to self sabotage and evade seeing ourselves clearly.

Leadership and Self Deception is just one option I recommend. The Art of Accomplishment’s VIEW methodology for connected communication is another I found beneficial. Even Al-Anon and Alcoholics Anonymous offer frameworks for overcoming the lies we tell ourselves.

It’s going to be so tempting to bullshit ourselves as the next era of politics unfolds and a whole new generation of technology is adopted with artificial intelligence. Do yourself a favor and tune up on spotting your own bullshit.

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Emotional Work Internet Culture

1443 and Irreducible

Being “spreadsheet brained” has become a shorthand critique for the technocratic mindset that prefers to see with abstractions rather than through immediate physical reality.

I don’t have a full history of the term but it was brought into my lexicon by Ashley Fitzgerald of Doomer Optimism.

A Wojack suffering from an inoperable tumor called spreadsheet brain.

Having spreadsheet brain can be a quality of life problem. If you are particularly numerate you can easily fixate on the negative statistics. We then use those facts to isolate themselves from the each other. It’s a classic case of seeing the price of things and not the value. It can easily become a very smart form of stupid.

I’m more of a whole to parts thinker myself so I’m amused by this meme even though as someone who works with tech startups I’m obviously susceptible to spreadsheet brain issues.

It’s reasonable to have concerns with thinking only in abstract terms. The topology of human experience is complex and yet we have many tools that take the irreducible and cook it down into something concentrated, clear, and altogether too legible. We desire to be seen but perhaps not too closely.

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Emotional Work Media Medical

Day 1441 and Fever

I woke up at 4am with my racing heart. I looked at my Whoop biometrics and my resting heart rate was abnormally high. I’m talking 110bpm at the peak of my REM cycle. I obviously has a nightmare.

I figured that nothing could be that scary so I took my temperature. Sure enough I was running a light fever.

The last few days have been a particularly gruesome one the internet. Rapid change, institutional distrust, and chaos have led us to blood. And instead of sorrow it’s all cheers and memes.

I hope it passes quickly. Both my own fever and the one gripping the timelines. I feel in need of some time off from the world. It’s been an intense year. I pray for more introspection through advent.

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Community Emotional Work

Day 1428 and Thanksgiving

It’s nice to have a record of multiple years of thanks to look back upon. In 2023 I was thankful for the serenity of acceptance. In 2022 I was grateful for regaining optimism. In 2021 I was grateful for the small measure of health I’d gained.

In 2024 I’m still optimistic (albeit cautiously) as I have the similar amounts of health and acceptance keeping me above the waterline of our chaotic reality.

I am thankful the incredible amount of progress I’ve made in my work this year. We’ve done so well with our first fund at chaotic I have little fear that we will continue building it even as the markets remain a challenge.

I’m thankful for our founders who made it possible for me to make a go of investing in weirdos.

I’m thankful for my marriage. Alex and I have made it to our second decade together. I highly recommend marriage if you get the chance.

I’m grateful for so much this year that listing it out seems a bit overwhelming at 8pm at the end of the day.

But if you have the chance to be grateful in writing it’s worth doing. Looking backwards on your gratitude enables you to look forward with optimism.

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Emotional Work

Day 1423 and Reading The Riot Act

One of my friends recently fed the entirety of my daily writing experiment into Google’s NotebookLM podcast generator.

We both like to tinker with new artificial intelligence features and I have got a large training set with lots of tagging.

The synopsis it kicked out of two chatting AI hosts makes it sound like I have written a New York Times bestseller on the cultural and emotional adaption in the Great Weirdening.

The smoothing function of compression makes me sound way smarter than I think my daily output might suggest. The aggregate quantity has a quality all its own.

So naturally instead of sharing those wins with you I’ll show the emotional underbelly. He asked it to generate my blind spots and boy did the AI read me the riot act.

Beware the AI knows you better than you know yourself

I don’t know if I am blind to these as I see them as faults. I can easily go down rabbit holes and overextend myself. I worry about my physical capacity constantly. That’s why it’s such a clear theme in my writing.

I definitely recommend this as an exercise if you have enough personal content to feed into the generator. Seeing clearly into your blind spots gives you a chance see around the corners of your own life. It’s not quite the same thing as therapy but maybe just as useful.

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Emotional Work

Day 1414 and Signs

I’ve been a bit Delphic in tone over the last week. I’m relieved but also distracting myself with shopping, reading and health projects.

My natural optimism is looking for the positive. If you go in for numerology 14 is a good number for the moment as 1 represents independence, leadership and change while 4 is stability and balance.

The world is shifting but my path is clear in front of me. We may be on a chaotic course but the adaption brings us new opportunities. I’ll just do my best to get enough sleep when things get exciting

Categories
Emotional Work Politics

Day 1412 and Re-Centering

I am going to keep today short as it’s been an interesting week for everyone in America and I’m trying to get my body and mind right.

I was running a fever which seemed appropriate as the markets ran. We’ve been running experiments with red lights. I wish I had data to present (the setup may help others) but perhaps I need some better sleep to compound a bit before seeing improvements.

The relief I felt at the election being settled decisively has turned into a hard knot of unprocessed emotions about the way forward m. Maybe more of us will learn that liberal guilt isn’t terribly useful to anyone but it’s hard to hear lamentations when there is nothing you can do to help.

Many of the decisions we made as a family over the last four years are being rewarded. The revealed preferences we telegraphed loudly now show our commitment to running ahead of consensus.

I don’t just feel as if we are on the mark with our peers. I feel as if we are running ahead and have the freedom and space like never before. I won’t let myself be knocked off balance by life happening. We’ve been compounding our plans for years.

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Emotional Work Startups

Day 1398 and Overstimulated Nerds

Introverts don’t do well with social overstimulation. Any time I attend a gathering where the majority demographic is nerdy, weird, and autistic I find myself feeling the collective vibes of the overstimulated. And it’s not always good vibes for many of them.

I am doing everything I can to take care of myself, be kind to others and still be gently socializing. But it’s not easy.

I’m exhausted from the effort, even with my attempts to practice productive habits like nervous system exercises and getting adequate sleep. No amount of supplements can fend off a collective sense of fear.

I always notice what a rude demographic we introverts can be in these circumstances. Everyone is doing their best to be present and do delicate dances of parasociality where you know each other from the internet but do not wish to intrude or interrupt someone doing business.

In the cases where you are socializing with friends in real life and the rest of a group “knows of” but doesn’t know actually someone you find yourself surrounded by defensive social postures. Plus-ones with little contribute make it even worse.

And I’m not even going to touch the social dynamics of status. Insecurity seems to run rampant in all human groups, but nerds who have known social precariousness are the worst offenders in these situations.

Fear over one’s place within a group that has a wide variance in status can be intense. I don’t like seeing anyone feel left out. I like to be welcoming to everyone I encounter. Even when I’m an overstimulated introvert.

It’s especially important to me to be nice when it’s a group where the capital that provides status (social, literal) rises to celebrity or billionaire.

It can feel paralyzing to interact with anyone who has some degree of status if you don’t want to make someone uncomfortable. The awareness of social graces isn’t always enough.

It’s just as likely that someone will put on airs and over estimate their status as they are to offend the actually important guests.

I dislike watching people police their own social status but it’s even worse when someone polices the status of their friends. It creates cliques and ostracism in the best cases. Cutting off access can help when someone is just an overstimulated introvert but in practice makes the entire environment more fearful.

These social fears can really gum up the works when it’s nerds concerned over their own place within an event let alone in society.

I feel pity in the most awkward of cases but it’s really born of sadness. Cool is a bit like grace. We do little to deserve its bounty, grasping at it only shows our hubris and it doesn’t work in any case. I wonder if that’s a heretical opinion.

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Emotional Work Travel

Day 1385 and Adrenaline

It’s lovely to have the occasional day where you are running on adrenaline. I myself am not a big fan of stress as I don’t see it as a “good” in and of itself so much as a tool to be used to accomplish certain ends.

To that end, I live a mostly quiet life. I love being far off the map in Montana precisely because a routine with its habits allows me to take certain kinds of risks (particularly as an investor) in the wider world. A calm life lets me find early stage investing to be exciting rather than anxiety inducing.

It’s no coincidence that while I called my fund chaotic I prioritized calm in my own life. Why go looking for trouble when your professional life is all about the edge?

But sometimes it’s nice to experience the visceral risks of life. I’m in New York City and running from event to event and meeting to meeting. It’s all smiles and adrenaline and enjoyment for me. I’ll go home to Montana soon enough to my calm life. A little bit of chaos is a treat.