Categories
Emotional Work

Day 730 and Wrapping Year Two

I almost can’t believe I’ve been writing every single day for two straight years. Don’t get me wrong, I’m very impressed with myself. But in truth, it doesn’t feel like I’ve been at it for that long.

Like it’s just a basic habit that I have surely only recently picked up right? My emotions tell me it must be less time but the facts disagree. The time distention of the pandemic appears to be permanent. Perhaps I’ll never have a handle on time ever again. And maybe this is even for the best. I live more in the “now” than I ever have.

If you are considering picking up a new habit for 2023, I recommend it. The beauty of a daily habit is the freedom it brings. We seen them as disciplines or even constraints on our time. But habits give us more freedom than they take.

I no longer pressure myself to produce good writing or force an outcome on my practice. I gave up on that early on. I trust my habits and the value of the practice inherent in them. I practice each and every day. And practice makes perfect. It is our habits that make us who we are over the long run. Cue Allen Iverson’s “it’s practice” speech.

I consider myself a good writer now. Sometimes my writing is even truly excellent. I’ve got round up posts for this year and for the prior year as well. I’m not sure they are comprehensive or even representative of my writing. I’m not even sure if they represent my excellence. But I am proud to see the breadth of topics I’ve tackled and the consistency I bring to addressing whatever is on my mind. And that is it’s own good.

I have no plans to stop writing. One day I will. The milestone my heart seeks is 1,000 days of writing. Perhaps I’ll make it. If I am lucky enough to have space to put down my thoughts each day it will be a blessing. If I am not able to make it, I will grieve and find a way to move beyond it. But until then, I will continue to practice. And I trust whatever comes from those habits.

Happy New Year to you and yours. I am so blessed to have you as a reader. My journey is your journey just as your journey is mine. Writing is screaming into the void and praying a warm voice returns our call with a kind “I hear you” response. I hear you too. None of us are alone. And I look forward to reaching for you in 2023. I hope you reach for me as well.

Categories
Emotional Work Startups

Day 719 and Step By Step

I was discussing my goals for 2023 with a friend today. They wanted to know if I was planning on making any New Year’s resolutions. I told them that I wasn’t in the habit of using a new calendar year for making big changes.

Generally speaking if I want to do a thing I just start. I honestly feel like it’s far too intimidating to declare yourself to be some kind of fundamentally new person that will, as of a certain arbitrary day, make huge life changes. It’s too much pressure. One of my rules for biohacking is to only change one variable at a time. And I don’t make big changes to it either. 10% a week is good enough for most goals. Anyone familiar with the magic of compounding knows that small changes add up to big numbers.

Which isn’t to say that I haven’t started big life changing projects on January first. If you count back from 719 you will notice I first began writing on January 1st 2021. I did indeed resolve to write every day. But I hadn’t intended it as something I’d keep up for a specific amount of time. I’d hoped I’d practice my writing for thirty days and I allowed myself a little fantasy about how amazing it would be to write for a thousand days.

A thousand days seemed like an impossibility at the time which is why I allowed the fantasizing. My pragmatic side said just get started and see if you can keep going. And I did. I put one foot in front of the proverbial other for two years. Now I’m relatively confident that if I want to do so I’ll make it to a thousand days.

I approach most goals like this. I had a fantasy that I could make it as an investor. I was a founder so I thought let’s wire some small angel checks. We were already committed as a family to being startup operators so why not combine our skin in the game with a little more capital risk with our network.

I never envisioned myself raising a fund and making some big announcement about how I had a venture fund. I just started learning by doing. I cut checks. I ran some special purpose vehicles. And this year I decided to one-step-at-a-time go about raising a rolling fund. I am just doing the thing one day at a time. And it’s going well. Amazing people are coming on board. I am confident I’ll reach my goals just by putting one step in front of the other.

If you’d like to join me my goal is to raise $500K per quarter. I’ve got folks like Joel Spolsky of Stack Overflow and Michael Pryor of Trello so you will be in good company. You can read the fund overview here. Yoican sign up on Angellist through the above link or get on a call with me and we can discuss the fund, our portfolio construction and my thesis. Because I intend to work through the holidays because it remains one day at a time.

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
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
Emotional Work

Day 703 and Day of Rest

I love a good Sunday. I love a good Sabbath. I love a stolen afternoon away from the demands and observations of the wider world. Getting away from it all, even if it’s a just a few moments stolen away from the world for a private reflection, is in fact a great gift.

I’ve got a tendency to engage in unproductive self talk when it comes to relaxation in particular, but more generally with feeling like I can take time for myself. I’m sure this is a relatable trouble in the hustle bound addiction driven workaholism of startup land.

The guilt I feel about being unproductive overshadows the enjoyment of necessary restorative activities. I’ll “should” on myself. My ego protection insists on it. But I am trying to stay in the adult portion of my mind which can remind my inner child that it’s alright to have a little fun.

And I did have a little fun today. Not because I engages in any hobbies or particularly exciting fun activities. I just took care of myself. I lifted weights. It was leg day so maybe that counts as fun. I took my once a week extended shower where I scrub, exfoliate, shave and condition every applicable inch of my body. Obviously I’m not shaving my head use common sense. Then I spent 90 minutes immobilized a foot masks. No winter feet for me! I meditated. I did some heat therapy. I used the Theragun. I got a little bit high and ate lunch. I took a nap.

I am feeling rested and happy about the entire day. How nice that I was able to enjoy being in my own body. How nice I could take enjoyment from something restorative. Yes I want to justify it with promises of added productivity to come. But it’s ok to just enjoy the pleasure for the thing that it is. Enjoy your life.

Categories
Culture

Day 698 and Looking Ahead

I’ve got the sense that people are writing off big chunks of time. The long now has so thoroughly burned out everyone that who cares about achieving anything in the medium term right? December is a wash. Heck I’m talking to folks who have wrote off all of 2023 and even into 2024. The now and the long term are all that matters.

And I’m actually quite amenable to this viewpoint. I’ve still got to get things done before the end of the year. I’ve got fundraising to do and deals to close. I’m excited for how 2023 will go as a down market is a builder’s market. But I understand the frustration with trying to plan ahead when everything feels like it is crumbling. The medium term feels like a sand trap sucking in your attention and emotional energy.

It takes a guts to walk through a dark valley of despair. And we’ve got a lot to feel despairing about at the moment. But just because it is all doom and gloom doesn’t mean we’ve got no reason for optimism. People are resourceful and humans as a species are shockingly good at problem solving.

So I guess what I’m saying is I’m feeling good about looking ahead. Maybe it all takes longer than I’d like. But maybe it stops me from engaging in brute force efforts that are going to burn me out. We all just need to keep putting one foot in front of the other.

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
Aesthetics

Day 691 and Ready to Shop

For well over a decade I didn’t get to celebrate Thanksgiving with my family. I was one of the “ lucky” few for whom Black Friday is the most important day of year. I did time in the trenches of retail.

When I worked in fashion and then later cosmetics, Black Friday was the all consuming event that dictated whether your year was a success or a failure. I slept in my office more than once. I pulled all nighters. And that barely scratches the surface of the long hours leading up to the main event. Having a good Black Friday is a make or break affair for brands and retailers.

I love shopping. A well executed customer experience is one of America’s crowning achievements. A beautifully merchandised store (in real life or online) that has exactly what you want along with everything you didn’t know you wanted too, is one of the great joys of civilization.

One of the downsides of knowing retailers’ rhythms intimately is that it changes how you shop. Now that I no longer work on Thanksgiving and Black Friday I am able to participate as a customer. But I know too much. I know pricing, discounting and if SKU counts are bloated or constrained. I can sense how deep a sale will go with a glance at merchandising and a quick perusal of the last 10-K. Shopping is now an exercise in arithmetic.

And this year is shaping up to be the best Black Friday since before the pandemic. For the last two years brands have struggled to keep items in stock due to supply chain crunches and pandemic era labor shortages. But this year they did not want to be caught flat footed. At the height of the stimulus that placed deep orders. Optimism has returned.

But now interest rates are rising to combat the inflationary pressures that has loomed over an economy demanding to buy more just months ago. But now no one is so sure about spending. Prices have risen. Layoffs are spooking folks. And it sure seems like brands and retailers bought way too much for the current mode of America.

I’m planning on buying quite a bit as the discounts will be steep, the inventory is available, and I don’t like to shop unless I’m getting what I want at a price I like. We will be focused on clothing and footwear as well as basics like good wool socks. We also have a few electronic gadgets we’ve been waiting to buy including a humidifier and a chain saw. I’m also hoping for a few surprises from cosmetics retailers as well. It is hunting season.