Categories
Travel

Day 713 and Travel Logistics

I’m planning my first international trip since we moved to Montana. I will be going to Prague for a couple weeks in January if you happen to be around. And the logistics are very much only for experienced travelers.

I’ve not yet had to fly out through the Bozeman Airport but Alex tells me it is easy and straight forward. We have many short hops to international airports. The real issue seems to be that with a pilot shortage getting out of hand, arranging layovers eats up more of your travel time. Airlines are less able to do hub banking with their flights so I will be enjoying a six hour layover in Munich. Finally all my German lessons on Duolingo will get a property stress test.

I love optimizing for Airbnbs when I travel. I have a lot of little details that I look for when I’m going to be somewhere long enough to settle in. For instance, I like to cook my own meals. I like to be walking distance to a grocery store so I can pick up ingredients and cook when the mood strikes. That can be trickier if you are staying in a downtown area. So I look to be near the major neighborhoods but maybe just a bit off the beaten path.

I managed this quite well in Frankfurt last year where I was a short 10 minute walk to a high end grocery store in one direction while also being only 15 minutes from the main shopping area and farmers market in the other. I didn’t take a single cab or Uber the entire time except to get to the airport. It was absolutely perfect planning for enjoying living as if Frankfurt were my home.

I think I’ve achieved this for Prague. I found a cute spot that is equidistant to to most of the sights I want to see as well as the errand and obligations on my itinerary. I am yet again attempting to help someone with an American visa so I wanted to be near the embassy. But the embassy row isn’t much for other amenities like grocery and nightlife so I found a spot on a small park next to all the crucial shops. I am excited so if you have suggestions I am all ears.

Categories
Startups

Day 710 and Holiday Work

Working on a Wednesday is expected. Working on a Sunday is a transgression. And like all modern transgressions, working when you aren’t supposed to be working is now a desirable thing. When work becomes a rebellion, strange things happen to your life. I think magic happens.

I’ve excited for the dead time that the end of the year brings for work. Because it’s secretly one of the best times to get shit done. I am never more productive than when I’m expected to be at rest.

In America, there is an expectation that we take some of the time off between Christmas and New Year. But the time off grows and suddenly no one is expected to get anything done for two whole weeks. And then it’s just a mess of resentment where we are at work but not getting much out the door. It’s such a waste. But as soon as people are actually off the clock. That’s when the entire energy of the situation changed.

When everyone is out of the office, is the best times of the year to sprint ahead. Maybe it’s that when people are off work officially they are more receptive to new ideas. They are less on the clock and can take more chances. It seems fun to check your email after too many hours with family where no one shares your interests.

But trust me people are looking for an excuse to do deals when it’s taboo to be working. It’s as tantalizing as getting a message from someone you want to bone. Look at you doing this thing that is a little bit naughty. What a secret you have getting work done when social convention demands we be with family.

So if you get an email from me during the holiday season know it’s because I’m having a blast. You might enjoy responding. Who knows what kind of cool deals we get done when no one else is hustling.

Categories
Aesthetics

Day 708 and Early Bird Special

Somehow we missed lunch today. A busy morning involving a drive into town to meet a new doctor had some second order effects. All our meetings got pushed back. I agreed to a media interview over the typically blocked lunch hour that Alex and I share. One thing led to another.

We just ate lunch at 4pm. Which I think is basically an early bird special. And frankly I’m ready to go straight to bed after that meal. Alex made a bacon & scallion macaroni and cheese that hit my empty stomach with an intense urge to engage in rest and digest.

My circadian rhythm has up up before down and ready to sleep as soon as the sun is down vibe these days. Which in Montana as we near the solstice is 4:40pm. The setting sun is sending down tendrils of orange and pink light through the clouds as the wind in the valley pushes a light snow flurry out to the west. It’s majestic as fuck.

Categories
Emotional Work

Day 707 and Self Discipline

In case it’s not readily apparent from the fact that I’ve written for seven hundred and seven straight days, I am very good at personal discipline. I can will myself to do almost anything. But this gift gets tangled up in negative emotions easily.

Part of this internal sense of discipline is the very clear set of norms I got as part of gendered expectations for good womanhood. You must exert ownership over yourself. Because without doing so, you will be unable to do the work that is expected of women.

You just discipline yourself to serve others. Because women must put other people’s priorities and schedules ahead of their own. Women must be accommodating. Women must be nice. It’s all a very careful training to insure you’d never consider stepping out of line. At it starts at self discipline.

Deviations like weight gain or chronic tardiness or looking unkempt in public were roundly censured in popular culture. I internalized all the ways in which I needed to be constantly improving, fixing, bettering and otherwise making sure I was showing up as others wanted me.

I am slowly unraveling the ways in which this has shown up negatively. Now as I try to unlearn my own obedience I find unproductive ways to rebel.

A small list of the ways this manifests. I hate external deadlines. If someone tells me I must deliver by a specific time I get anxious. If I have a morning appointment r my body wakes regularly through the night to check that I’ve not missed it. Calendars and schedules evoke feelings of despair that go back deep into my childhood. I’ve clearly been learning and unlearning this pattern for sometime.

I am deeply grateful for having discipline as a friend in my life. I have excellent habits in many areas because of it. But making it a true friend will take more time. It’s one of the hardest pieces of shadow work I’ve ever done.

Categories
Biohacking

Day 706 and Long Nights

I am getting closer to the depths of winter here in Montana. I mean that in the sense that we are closing in on the Winter Solstice and the longest night of the year. One could argue February is better called the dead of winter but I think my visceral longest night is equally apt.

I like the winter more than even I thought I would. And I’m already quite keen on snow and cold. But the length of the night and the bright vividness of the short days make my mind feel sharper. It’s a focused internalized energy.

It does appear to have the odd effect of making me slip into more biphasic sleep. I’ll find myself wanting naps at 4pm. I’ll be feeling energetic at 10pm. I’ll be awake and thrilled at Dawn. It’s tugs on the body in pleasant ways.

Which is why at 6pm I think I’ll finish up a quick dinner and get in bed for a snooze. The winter is made for restoration.

Categories
Culture

Day 700 and Focus

I’m noticing a latent fear in the startup management classes. How do we know if people are focused? Maybe it started with work from home skepticism. But now it’s become an all encompassing yet amorphous fear that nobody is focused anymore. And I have a theory.

It’s all projection. The fear is coming from inside the house. The world is so chaotic everyone is struggling to stay focused. This includes your manager. This includes your manager’s manager. Even your CEO is struggling to shake off the clinging entropy that emerges from constant crisis. And because shit rolls downhill everyone is now flailing around attempting to show they are doing their jobs even as they know they are failing. Even though it remains unsaid because it’s impolite to tell your boss he can’t focus.

The constant chaos that is tugging on our collective capacity to focus is quickly eroding our entire social contract. Not because no one does their jobs anymore. But because we want to be set up to succeed. Because “doing your job” is a point of pride for most people. We like to reliable even if we know there are limits to what we can deliver. So collectively we are hyper vigilant for fraud even as we lack all accountability to each other because we’ve got to protect ourselves first. Self care right?

I don’t see how we get out of this state of fight or flight without a significant changes to culture. Surveillance capitalism isn’t very effective at driving value. It is very good at exacting any drops of it from people attempting to maintain their own dignity. See for instance the railroad workers who have no flexibility in their scheduling. Now with added Congressional oversight!

Categories
Culture

Day 695 and Pareto Focus

Perhaps one of the odder aspects of millennial culture is our enthusiasm for embracing middle age. The excitement of passing into one’s middle and late thirties is palpable on Twitter in particular.

Our Boomer parents still think of themselves as “young at heart”, while millennials are grasping at any semblance of stability that comes our way. Buying a house, watching your children grow up, and acquiring items like minivans are luxury life events.

As culture and civilizational mores careen towards ever more swift changes, millennials are caught between a desire for the stability of previous types of adulthood while also being forced to constantly adapt to new expectations. You are being buffeted by changes that are swift and unrelenting. It is chaotic. You wish fervently to get out of constant fight or flight to the safety of being middle aged, even as the firmaments of past social stability are going down around you.

I believe this is contributing to a serious tension in our work lives. I’m tentatively calling it Pareto Focus to synthesize two concepts. The first being that 80% of the output is from 20% of the work (more commonly known as the 80/20 rule). “Focus” because we have little incentive to grind out focus on the remaining twenty percent of refinement if the rules of the world are changing too fast for expertise to ever be rewarded.

I see this in myself to some extent. I’ve done the work to become a competent working expert in several overlapping fields. I’ve worked in the desire trades including luxury, fashion, and cosmetics.

But I’ve not seen any point in pursuing them to the logical extension of specialization because the chances that the world shifts has always felt too great. Better to understand his desire and attention drive the larger market and refine those skills so even if the winds shifts I will still find work.

This has had a lot of positive effects. I focus on inverting as it allows me to apply the vast array of Pareto knowledge I’ve acquired. And it lets me continue working to intake the 20% of the new so I can I’d enjoy the fruits of the 80% of results.

Obviously I’m simplifying this a great deal. I am genuinely expert in many areas and hold myself to high standards because I’ve met the specialists who have done the long hard road to refinement. And I know where their paths have diverged from mine. Some of it is simply personality driven. Generalists and specialists are needed in any system.

But I do think Pareto Focus might be a phenomenon that’s driving labor allocation and focus in a wider generational way. If change continues to accelerate, you cannot blame people for doing the math on what it takes to survive.

Categories
Emotional Work

Day 693 and Thanksgiving

I’ve got so much to be thankful for this year. And it’s the first time since the pandemic began that I’ve felt optimistic about where I’m going with my life. Even if I’m a bit of a doomer, I remain a believer in the human capacity to figure shit out. The road to tomorrow is long and bumpy so best plan ahead.

I’ve had a certain worldview for a while. That we may have some hard years ahead of us to earn back the heights of our boom. Nothing in life is free. And we dined out on energy and resources that had hard costs.

But I prepared for the possibility that life might be harder. I got us to our homestead in Montana this year. To think before this year we’d never owned a piece of property before. It just wasn’t a possibility for so long and then we bounded up on the flush years and found a way to realize some gains.

So I’m grateful that on this cycle of the churn I’ve played it well and fair and I’ve set my family up to work and thrive during hard times. We didn’t get over our skis but neither did we fail to prosper. And for that I am grateful. I am thankful to have been able to play to higher standards but also not gotten eaten by the bigger beasts of capitalism.

I suppose it’s also no accident that I’ve also felt I’ve been thriving in my personal life. I’m so thankful to have made progress on becoming more myself this year. It will probably in hindsight be a demarcation between some of the compromises I made in my youth and some of the boundaries that have led to maturity now.

The more I let go of old copping mechanisms and become more myself, the better I do at achieving my goals. And I hope I can remember this lesson every day. If I can do that I will always have something to be grateful for in my life. And on this turn of the wheels I am offered another chance to defy the odds.

Categories
Startups

Day 688 and Hardcore

My generation of founders came of age during the peak of hustle porn. We were young and dumb, and even without the use of stimulants and nootropics like our Gen Z younger siblings, we got a lot done. Probably because we were well young and dumb. And it’s easier to do things with brute force when you don’t have better tools. Being hardcore made sense for some of us.

Alas if you burn the candle at both ends you may find yourself with an astonishing array of healthcare issues in your thirties. Which is astonishingly common in my cohort. I’m just one of the rare examples that is public about the dangers of overworking yourself. Hustle porn’s legacy is mixed. We lost founders to workaholism and occasionally much worse. A generation learned that mental and emotional health are just as important as physical health.

Hustle culture coincided with a lot amazing companies getting built but it’s not entirely clear to me if being hardcore is the only factor at play. Tempting as it may be to look for simple mono-causal relationships in life, the math of success is never that simple. Life isn’t an engineering problem. And even if life was an engineering problem, applying more force doesn’t solve all problems. It might even make a few worse.

I don’t want to knock hard work obviously. Im a firm believer that the basics never go out of style. Hard work is a given. Most of the greats are working hard because once you discover you have a natural talent then maturity generally encourages you to hone it.

Success is built from many fathers even if it’s mother is hard work. Proper resourcing, adequate incentives, teamwork and an effective hierarchy of respect within it are all factors. And let us not forget just plain old good luck matter just as much as being hardcore.

So tempting as it may be to give in to Twitter discourse narratives don’t get fooled into thinking someone that is successful has it all figured out. You don’t know what it took to get there and who brought it together. Don’t overweight success on its own. Nothing is ever that simple. Expect that the team you want to be a part of will demand that you demonstrate all of the above virtues and along with the necessities of hard work. But if it all comes together it is worth the sacrifice.

Categories
Finance Startups

Day 687 and Winter

It’s cold out there. And I don’t just mean metaphorically. Winter came early and hard to Montana just as the Farmer’s Almanac predicted it would. Driving back in from town last night after grocery shopping it was -3 degrees on the car’s temperature gauge just after sunset at 6pm.

It’s cold out there in the capital markets too. The federal reserve is raising rates to tamp down on inflation and the cost of capital is hitting the technology industry. Frankly I think we’ve all been waiting for an excuse to cut the fat and now we’ve got it.

But it’s going to have consequences for startups. Founders who have never had to live with the harsh realities of a down market are in for a surprise. Those juicy valuations in the private markets don’t work so well when the public markets can find safer returns in a Treasury finally paying out on a t-bill.

Let me play with a tortured metaphor to help you understand the situation. You think you understand how cold winter will be until you realize you haven’t had to work through a chill for over a decade. Sure maybe in your closet you’ve got a nice coat but when was the last time you wore it? If it was for a ski retreat with one of your venture partners then this metaphor is absolutely about to do double duty.

Surviving a bitter cold isn’t just about having a bulky down coat. Think of that as your cash runway. Without adequately rated cold weather gear to keep you alive you may find yourself tapping out. But it’s not just about the coat.

Keeping warm and staying productive requires some technique. Do you understand how to layer correctly? Do you have hats, gloves and scarves? I bet you walk around with ankle socks and Allbirds. That’s not going to go well in a foot of snow. Do you know how to eat for the cold? How about hydration?

Your team will need more than runway. They are going to need motivation to work with less fuel. You have to show them that the climb up the snowy mountain is worth it.

A winter startup team will need the skills and flexibility to work around problems that can’t be solved with money. Shit can and will go wrong on a long cold climb out of an economic winter. Creativity and belief must overlap with intuition if you want to make it.

And it’s important to remember lot of your team won’t have those intuitions. We’ve all been living in Miami and suddenly it’s -3 in Montana. And guess who gets to teach them how to adapt? You. You need to teach your team gently and with empathy what it will take. And they will makeup mistakes. Have you ever watched someone try to lace up boots for the first time? You might need to help them cinch.

I promise it is worth it though. If you are climbing the right mountain, and prepare adequately for your journey, the rarified air of a successful startup is invigorating. And the view from the top isn’t bad. If you need some help thinking all this through as a founder drop me a line Julie (at) chaotic dot capital and I’m happy offer some Sherpa advice. I lived though 2001 and 2007 (I even got laid off during RIP Good Times) so you can rely on me for some elder millennial wisdom. Stay warm!