Categories
Emotional Work

Day 329 and Thanksgiving

I have so much to be thankful for this year. I don’t have a lot of poetic thoughts on it, though I have written extensively about my feelings on some of the bigger moments of the year. So click those if you want essays as this is going to be mostly a list.

I’m grateful to have recovered my health in 2021. I’m equally grateful I had the money, support and willpower to achieve it.

I’m grateful I have a husband who understands me and gives me the love, support and freedom to be me.

I’m grateful for having a space to share my thoughts daily, and rather than be punished for speaking my mind, I am rewarded for it. That includes WordPress, Twitter and all the people who made the internet possible.

I’m grateful I can live in Colorado and still do the same work I previously thought I would only do in New York or San Francisco.

I’m grateful my mother sent me to Waldorf school. I’m grateful I have a father who supported my development as a full human being.

I’m grateful I can afford to buy whatever dumb shit I like for my hobbies which range from expensive skincare to preparedness.

I’m grateful I can consider buying a home that will have the capacity to provide safety even as the world around me has risks.

I’m grateful to have business partners who share my vision for investing and founders and entrepreneurs who allow me to help them.

I’m grateful I never have to worry if there is enough money in the bank to buy a book.

I’m grateful that the supply chains have held so that I have an apple pie that I ordered online the day before the biggest holiday of the year which I picked up in my car that I was able to buy even as global trade was strained and our currency was inflated.

I’m grateful for the time to pursue emotional capacity and the money to pay for it.

I’m grateful for chemistry and the wide variety of pharmaceuticals and supplements that I take every day.

I’m grateful for my iPhone, it’s applications and games I use daily on it that have connected me to a world of people virtually that I love as truly as the people I interact with physically.

I’m grateful for shitposting.

I’m grateful William Gibson still writes. And I’m grateful that Twitter has let me interact with my favorite writers.

I’m grateful for West End BBQ and Spruce Confections.

I’m grateful for my raw milk dairy cooperative and it’s farmer Daphne.

I’m grateful for sunscreen and for apple cider vinegar.

I’m grateful for Costco.

I’m grateful for my parents making good decisions when I was younger that have compounded into incredible luck and prosperity for me.

I’m grateful to be American and I’d like that to remain a thing for which I am grateful.

I’m grateful for democracy, the enlightenment, free elections, a free press and liberalism.

Categories
Emotional Work

Day 328 and Cultural Pause

I love America’s big holidays. Thanksgiving and the week between Christmas and New Year’s are my favorite. But not because I am particularly attached to any festivities. Though I do love everything about Christmas. I love holidays because I feel like it’s finally ok to pause.

Having an moment where it feels culturally acceptable to be at rest is deeply comforting to me. I feel it slightly on the weekends. It’s like the ambient environment around me lifts the expectation of being “on” and everything I do is a bonus. I finally let myself relax. And more crucially I don’t beat myself up for feeling relaxed.

It’s a fairly profound feeling for me. Normally I have something in my gut that says I must be productive if other people are working. It’s hard for me to shake honestly. I struggled with vacations and I initially hated sick leave (even though I needed it badly) because I felt I should be accomplishing things along with everyone else.

I’m working on it and it is getting better as I do more emotional work on myself. But I still relish the feeling of rest that comes with a holiday.

Categories
Emotional Work

Day 327 and Suffering Gives You Choices

I perceive suffering as a positive and even necessary thing. Discomfort is part of any growth process. Learning is often painful. Work is suffering. The act of enduring opens our lives. I believe suffering creates choice. Thanks Calvinism?

I’m not suggesting my belief that suffering is choice is a good belief. It’s quite likely a self limiting belief for me. I am a workaholic after all. I’m just noting that I believe in the benefits of suffering. I will punish myself even if I don’t always deserve it.

But if I continue in a black and white view of suffering I’m not living my live in freedom. Ironically I lack choice. I need to ask myself Can I get what I want in life if I do not suffer for it? I feel like I see a river in my life that I call choice. One bank is the border of suffering county and the other is easy land. I’d like to feel free to ferry across the river when it suits my needs. Maybe it doesn’t have to be a hard border. Maybe I can have a country in my mind of expansion and possibilities that sees the benefit of the occasionally painful process but also enjoys an aside life because of it.

What I am saying is it is ok to pull it back. Do less. I mindfuck myself into needing to suffer because I believe it will bring progress. But what if progress is possible when things are easy and joyful?. I need to see that choice is freedom. The freedom to choose what makes sense at the time.

Every time I feel like I have no choice I need to stop. Breathe. Say I’m trapped. And I can shift it. I can have choice without suffering. I can have choice without sacrifice. And you can too.

Categories
Preparedness

Day 324 and Seneca

I was once asked by someone how I can act so quickly on major life decisions when they needed to mull a change over for months. I found the question confusing as I don’t think of myself as being particularly fast or even impulsive.

Well, that’s a lie, I’m impulsive about lots of shit but never anything of consequences. When it’s a major life decision I gather information for years so if the opportunity presents itself I’m prepared to act immediately. I take the bias towards action seriously.

But I only make a move when I believe I’ve crossed a threshold of information where the benefits of action clearly outweigh the benefits of inaction. I’ll make a move when I think I’ve got a better chance of winning than losing. Or when it’s clear that if I don’t act at all I’ll have a losing hand. But I generally only needs the odds to be tilted to a plurality of probability. Especially if it’s an action I can undo later. It’s not always easy to know if you can win. Sometimes the best you can do is recognize that inaction is weakening your position.

Part of my comfort in my process for taking action is I am a researcher by nature. If I’m interested in a topic I’ll begin with exposure right away. I’ll do the light skimming research the internet has enabled through articles and videos. I’ll dive deeper and purchase books. I’ll find experts in the field and begin following them. If I have questions I’ve got a habit of emailing the source. And then I’ll start doing what I can to implement my research with small scale experiments.

Chances are if you see me making a major move it’s because I’ve been considering the possibility of action for years. I like to be prepared to act immediately if an opportunity presents itself. If a situation presents itself I want to be ready. That way I’m positioned for luck. Seneca had it right. Luck is when preparation meets opportunity. But you can only have luck if you are willing to do the work of preparing and be ready to take action if opportunities present themselves.

Categories
Aesthetics

Day 317 Walk Without Rhythm

I struggle with accepting the reality that humans have natural rhythms. I struggle even more with the idea that living by them is to my benefit. Circadian rhythms and seasonal rhythms control our days and nights. The body craves the repetition that rhythm brings even as the mind rejects the idea that we are behold to it.

Call it a Calvinism of the body. We are predestined to our rhythms. We’ve got freedom to chose how we live, so even though rhythms bring strength to our bodies, our mind strains against the constraints. We must have free choice we say. Except what good does it bring us to reject our natural physical rhythms?

There are many types of rhythms. Our world is built out of them. Regular, random, progressive, alternating and flowing rhythms give shape and order to everything around us. All of our art forms leverage the beauty of rhythms freedom and constraints. Nothing is new under the sun but the combinatorial possibilities are infinite.

I’d do well to retain that sense of wonder at the infinite as I fight against the sense of indignation that I am limited by rhythms. We are all limited by the forms in which we exist. Until I get to discover what is beyond the veil of physical existence I’m stuck. Maybe beyond that I’ll find the formless freedom of pure comprehension. Or maybe I can learn that freedom always comes with the constraints of its medium. That doesn’t mean I’m not free to be creative within the form I have.

Categories
Biohacking

Day 314 and Circadian Psych

I’ve been off since Daylight Savings on Sunday and I’m a little grumpy about it. All of my sleep metrics have been down by about 15%, which you wouldn’t think would make a dent in your day but somehow absolutely does. I’ve always been a winter person so I tell myself I don’t mind that it’s getting dark at 5pm but the adjustment is always brutal. Clearly my body minds.

I figure this will all pass in a few days but I resent the feeling of having my body not quite understand the rhythms of the day. It’s like having mild jet lag for no discernible reason. It messes with everything. The sun sets and I think oh it must be dinner time. Except it’s only 5pm and I just ate lunch a few hours ago.

It’s been combined with a few other changes in my routine which has probably compounded the issue. I tell myself I shouldn’t let it get to me. I keep trying to slide myself back to proper regimens. I am getting up at the same time even though it’s an hour earlier. I’m going to bed at the same time. And I’m sure it will pass. But god damn am I in a fucking foul mood. Your body really does keep the score.

Categories
Emotional Work

Day 310 and Short Burnouts

Is it possible to have brief periods of burnout? I’d always associated it with the years on the other side of a startup. If you’ve put in long hours for an extended period it makes sense to have a year or more of recovering from dipping into reserves for too long. But I wonder if it might be possible to have a week of burnout from a couple intense months.

I wrapped a few big projects last week. It was easier than anticipated and I felt a real sense of joy and accomplishment. But then this week I was a bit of a mess. I had several days of terrible sleep. Then I burned my hand making breakfast. Fun fact blisters are a form of burn, which finally made sense once I experienced a real burn as it’s healing looked exactly like a blister you get from a hiking boot. I’m feeling a sense of overwhelm with the drumbeat of preventative care and appointments that comes from 20 months off from things like dentists. I just felt like I got nothing done that was important to me this week. It was one thing after another. And it seems like others are feeling the stress as well.

Maybe it’s alright to have a week of feeling unproductive. I was very on for all of September and October and then I wrapped some stuff so it’s possibly normal to feel like all focus and willpower has gone out the window. But the temptation to force a fix on it is quite strong.

I’ve got a habit of turning everything into an opportunity for self improvement. I’ve been concerned about my capacity for using self control as a way to abuse myself. It’s been a running theme that I find myself concerned about the work that goes into keeping myself productive and healthy. So maybe it’s just par for the course. But I’m already worried about next week as I’ve got 4 fucking doctors appointment including one that involves a long drive. Maybe there is never a world where productivity is easy to come by and I should let go of the worry. The days are short but the years are long. And progress compounds over time.

Categories
Startups

Day 305 and Request for Founder

I was having an emotional conversation with a friend. They were giving me a piece of feedback that was truthful but hurt me. Because I feel psychologically safe with them, I was able to take the feedback in a receptive and open manner. I could incorporate it into my mental framework immediately because I trusted my friend. And I knew that their feedback was important and accurate.

One of the traits that I feel is most central to success in founding a company is the ability to process feedback effectively. Founders are constantly getting feedback. An average day might include angry customers with product complaints, a venture capitalist with heartfelt but partially useless advice, an unproductive strategy meeting where no one can seem to align, and a bunch of smart ass shitposters on social media with job advice for you.

A startup CEO gets a lot of feedback. Every day is a deluge of the stuff. And founders have to be gracious about it. Even when a lot of the feedback is useless, or even occasionally downright bad. You as a founder have to decide what to take and what to ignore. Because learning how to synthesize and integrate feedback; positive, negative or even profoundly unhelpful, is in fact your job. Being good at it matters. It’s the closest thing I have to a litmus test as an investor.

This is a trait I prioritize highly in founders. If you yourself are a founder that is working on improving your capacity for feedback processing, I want to hear from you. That mental flexibility is one of the core criteria I look for when I decide on an investment. Do I think you will be able to intake enough information about their market to get to product market fit? Will you be able to adjust your mindset and mental models quickly enough to outrun inertia? How emotionally strong are they that there can hear constant negative input and still hold their positive vision? But equally can you adjust that positive vision when negative feedback that actually matters presents itself.

These are the questions you need to have answers to for yourself. If you can drop me a line on Twitter DM. I’ve got an entire primer on now I like to get to know founders.

Categories
Emotional Work Startups

Day 296 and Under Budget

One reason I’ve been comfortable working in startups my whole life is I’ve never been a big spender. My biggest expense is probably takeout, as I find cooking to be a waste of time. As long as I can afford medical insurance (I’d get a job somewhere with socialized medicine if it came to that) I’m pretty happy with a one bedroom and Chipotle for dinner. Some people get used to their lifestyle as they make more money. I just haven’t yet.

If I go bankrupt (and sadly I lived through that emotional roller coaster as a teenager with my family) I could find a way to live within new means again. I don’t have to be in the top 10% to have a good life. I only need that for health care costs and sorry America but there are other options. I’ve got skills that could earn me stability if I wanted to make that choice. Hear that Canada I’m recruitable!

But I do need to learn to live comfortably with my current means. It’s alright to live within your budget. Sometimes budgets bigger and you can easily spend more on disposable income. And this was a year where my means finally got comfortable. And I’m still sort of afraid to use it. I had to really talk myself into a chair that that was functionally a workplace accommodation. Instead of just jumping at a chair that lets me work comfortably for longer hours I spent several years just not working as many hours.

This tendency to live under budget comes everywhere. I wanted something I considered fairly lavish for dinner. But I thought how ridiculous to spend an extra $15 on dinner. I got a little worked up trying to think of other options that I wanted as much and my husband said “fifteen bucks isn’t going to make a difference get the damn thing.” And so I did and it was fantastic. I’m super happy about my evening and the spending will have no impact on my total budget. Anyone who tells you that money or privilege can’t buy you happiness are lying. Happiness is a choice and it’s an easier choice when you can make the choices you want.

I had mental upper bounds on what I think it is responsible to spend for years. I ran an Airbnb side hustle out of an underpriced two bedroom in Chintatown while I had a six figure salary, because I wanted to live so far under my means I could take risks if I wanted. That under budget mentality let me save up 70,000. It’s also how I met my husband but that’s a different story.

That kind of thinking let me enjoy startup failures for the priceless learning that they are. But now I realize I’m afraid to live on my budget. Unless I’m living massively under budget I’m a little uncomfortable. So I’m going to try to let that one go. I can just live on budget.

Categories
Emotional Work Internet Culture

Day 293 and A Good Cry

I’m a cryer. I hear the swell of trumpet from the Star Trek theme song and I’ll start welling up. I’ll read a poignant passage in a cheesy airplane novel and my chest will tighten with emotion. My eyes will tear up when I tell a friend that I’m proud of them. I’ve found myself sniffling over a set of emotional text messages. I love a good cry.

I think I’m a cryer because I bottle up my emotions otherwise. I’ll share feelings in public but the real deep down core emotions are harder for me to express openly. The fear and hurt and sadness that make up the core of my emotional unconscious take some coaxing and a lot of psychological safety to get out into the open.

One of the reasons I find social media so much fun is it is a cesspool of emotions. Much of shitposting is just rage and anger expressed with a joke. And the shitposts that are sad are often told with a kind of vulnerability that I more commonly associate with 12 step meetings or group therapy. Internet culture has become an escape valve for emotions we didn’t know we even had.

The more I see the negatives that comes with keeping emotions bottled up the more I appreciate ways to let them out. If it is a good cry then I’ll take whatever brings it on. If you need something stronger than I highly recommend a light dose of Internet emotions. Just don’t let it overwhelm. Ease into the shallow end with an anonymous shitposting account first.