Categories
Startups

Day 1343 and LFG?

The aftermath of a long weekend is one of my favorite shared cultural experiences. The scramble to reposition yourself back to your work, family and home life always makes the first 24-48 hours back extremely chaotic. The sprint to send reminder emails and respond in kind to others is overwhelming for everyone.

Any number of projects, financings, fundraises, and other sundry needs and obligations are percolating back into my inboxes.

First it was the three day weekend folks. Then today the “extra” four day folks. And yet the materials I need most are still in that liminal space of “not quite back to the office” just yet.

I was at our normally quite sleepy local airport today and it was packed. People leaving Yellowstone and Big Sky with a few folks returning home. A milieu of campers and and millionaires all navigating back to reality.

The next 10 weeks or so are some the best of the year to fundraise if you are an entrepreneur. It’s the season of “let’s fucking go” even as the chaos of the American election season has everyone on edge. Rightfully so as nothing roils markets like uncertainty.

Summer has activity but August tends to be dead and this first week back is when we all shake it off and return to work. The other seasons to raise are January through March with spring break and Easter as the first cut off. Then it’s best to try to finish your fundraising before the end of May or at least by mid-June.

So if you are ready to be back and are a founder fundraising (or considering it) just slide into my DMs on Twitter.

Categories
Startups Travel

Day 1342 and SKU Bloat ZIRP Era

I was doing some packaging preparation for fall travel and was pleased to discover that I’d finally appeared to have built out a basics wardrobe that actually mixed and matched well. A decent capsule wardrobe I bought I’d never achieve had come together after literally a decade of failed promises from startups.

There was an era of direct to consumer startups that promised quality and simplicity. A startup would launch with few basic but upscale stock keeping units (or SKUs) that promised they would be all you needed to own at a fair price point. This was alluring proposition for many early entrepreneurs including myself.

The premise was simple. Why would you want to add unnecessary complexity to tee-shirts, glasses, or toiletries when you could get something good without worrying if you were paying a markup for branding or retail margins?

The DTC boom has been largely looked at as failure as a movement for both consumers and businesses. With the benefit of hindsight, many of the businesses relied heavily on growth that couldn’t be achieved without either expanding your retail presence in stores or without giving up on providing simple basics.

As the zero percent interest rate era boomed, brands released constant new and novel SKUs to chase growth in every vertical from sneakers to lipstick. The goal of better prices and simpler products failed under the weight of driving growth at scale. Darlings became pariahs and founders sold to roll up private equity firms.

ZIRP ended as post pandemic era inflation demanded higher interest rates. We all complained bitterly about cost and quality of consumer goods in the aftermath.

And yet maybe we judged things too harshly. A chaotic decade of changing macroeconomic conditions were not easy to navigate. The growth required by venture and private equity were always going to conflict with a simple ethos of shopping.

But here I am with exactly what I wanted from my shopping choices at the start. I’ve got my quality basics merchandised in a simple way from brands I purchased from directly. In other news, the Everlane Barrel Pants are excellent.

Categories
Chronic Disease

Day 1341 and Trade Offs

I enjoyed a long weekend mostly offline and with a group of interesting people. I enjoyed the extra elbow room of mountain remove as much as I enjoyed the atmosphere of a purpose driven community retreat amongst exceptional individuals.

I am however quite tired from the exertion of it. The danger of using a long weekend for anything that requires exertion from me feels ever present. I have so little room for error, and even with keeping my participation more limited than almost anyone else, it was still more than I could handle.

I even left a little early so I could have a full day at home without work to recover. I can feel my immune system overreacting and hope that this will be better by tomorrow. Anytime I feel flare symptoms I naturally get nervous. And frankly I’ve got a busy week ahead of me so I can’t afford needing more recovery time.

The busy season kicks off in earnest tomorrow and I feel sad that in reaching for a more demanding schedule to experience an important gathering that I’ve hurt myself in the process. Not going hurts in quite a different way. There is no winning with chronic illness just trade offs.

Categories
Travel

Day 1340 and Elbow Room

Americans have one of life’s finest luxuries in our protected and ample open spaces. Our cities are bustling economic hubs of opportunity, but unlike in many other countries American has an incredible heritage of publicly owned wilderness.

We may take this access to ample elbow room for granted. Having spent the weekend with a diverse groups of people with interests in how we manage and care for our American ecosystems, it was an incredible reminder of our vast shared inherited wealth.

One friend pointed out that other nations may have become accustomed to the density of a megapolis but Americans come by their space loving “don’t crowd me” individualism honestly. Another friend pointed out that many of us would find ourselves over-socialized in other culture.

Peacefully watching the water go by in the sunlight of late summer

I felt this especially as I’d been socializing with people I enjoy and respect. And even though I had an amazing time I am exhausted from even the love and joy of fellowship.

We’d picked a spacious spot where we had plenty of privacy. It was an intimate group working through topics close to all of our hearts. And yet after a long weekend, I’d like to be quiet and quite alone for just a little. Fortunately I can do just that.

Categories
Culture

Day 1339 and Alienation

I don’t feel strongly alienated from the world. I am not confident I have the right to be at war with my reality. Certainly I’m frustrated with aspects of my reality and I’ve taken actions to feel more at peace with my lot in life.

Perhaps because of this bias towards action, I’m familiar with many flavors of alienation. Those seeking to remedy it are the people who bring change.

Being dissatisfied with the world is the first step in applying your will to solve your dissatisfaction. Some of us will build great things by doing so.

Through that lens, I have had the good fortune to meet many people alienated from and by the world. They don’t wallow in it because the point in the dissatisfaction is to take action to remedy it.

Problems naturally range from daily quotidian ones to full system wide issues. Even small actions are enough to remedy the feelings that arise from feeling separate or out of step with the world. Modernity isn’t a permanent state even in its own age.

Categories
Travel

Day 1338 and Long Weekend

I am spending the weekend at a gathering that is a little bit off the beaten path. It is a group of pretty eccentric folks so it’s a double dose of remove from the real world. I’m looking forward to being offline and engaged in real life as I like odd folks in the wilds

It was a bit of a drive to get here but it will be worth it. I’m feeling the journey in my body as racing across American highways isn’t the most relaxing activity. Keeping focused tends towards tension building in my body. Add in a total lack of pit stops and I’m just coming down from the stimulus.

Cabin in the woods complete with functional typewriter

I’m now tucked into a cabin where all is quiet. To complete the remote retreat vibes there is a typewriter on the desk. One could imagine clacking away at it far into the night with a whiskey and a roaring fire.

I’ll be doing some writing I’m sure but I doubt I’ll be using a typewriter instead of my usual WordPress CMS. Maybe if the mood strikes I might write a little story. A cabin in the woods with a typewriter seems like the perfect setting for horror.

Categories
Internet Culture

Day 1337 and Leet

I’m officially a leet writer. I’ve now been at this daily writing habit for so long that on day 1337 I am cool saying I’m absolutely elite. I have done the thing consistently and gained skills. Because everyday is practice here I am l33t.

If this not-at-all humblebrag is confusing to you, let me explain why 1337 is a joking milestone to an internet kid like myself.

Leet, also known as “1337” or leetspeak, is a form of modified spelling used primarily on the internet. It involves replacing letters with numbers or other characters that resemble the original letters, creating a unique orthography. For example, “leet” can be spelled as “1337” or “l33t”

Leetspeak on Wikipedia via Perplexity

I’m no h4x0r but I’m not a n00b to being extremely online. While a being on the fourth year of a daily writing habit is nothing to scoff at I’ve been on WordPress for close to twenty years. It feels good to be leet at something as extremely online as blogging.

Categories
Emotional Work Travel

Day 1336 and Pick & Pack

It’s possible exposure therapy has worked for me. My worst recurring nightmare always involves packing. And yet recently I’ve come to find packing to be a neutral to even positive activity.

The dream has many forms. Sometimes it’s a permanent move, often it’s about rushing for some type of upcoming unexpected travel like a flight change or worse an “evacuation emergency” like a fire or natural disaster.

My subconscious likes to chew on packing up crucial items and leaving. I moved a lot as a child. My father also valued traveling while my mother and siblings did not.

I assume some of these nightmares are a related to those experiences. Instability is a classic reaction formation process for a child seeking safety. And I’m now as an adult finding that safety to be in reach.

I still have these dreams but I take a lot more pleasure in picking items for travel and packing them up now than I could have imagined. Even over the lifespan of this writing experiment I’ve seen changes in my emotional relationship to packing.

I have whole systems for managing the types of unexpected problems that crop up in modern travel like my three bag cascade. I’ve taken this activity that has had a negative valence for me and turned it into positive experiences.

I travel a lot for work and I can manage that even with health conditions. I have done work on disaster preparedness for myself and for my friends. Always be prepared is a terrific motto for the Boys Scouts and for myself.

Categories
Culture

Day 1335 and Open Season

We are so close to being out of the long horror that is Summer. I’m ready for a change. I can almost taste it. The temperature hasn’t really dropped yet but the shortening of the days feels like a balm to my nervous system.

Yet oddly it wasn’t nature that cued me in. I saw a tweet from a New Yorker complaining about the 7 train not running on the first weekend of the U.S Open.

With unpredictable and uncanny seasons off from the baseline of my childhood, it can feel like I rely on cultural markers for seasonal shifts more than temperature changes.

I grant a chill in the air may come at random when you live in the high variance mountain West so maybe it fits that a complaint from a city is a better marker as to last call of summer. They like in concrete and need the reminders. Tennis in New York means fashion week is just around the corner.

I’m ready for the season to open. I look forward to pilgrimages to the cities to keep business turning. But I’m going to enjoy one the last weekends before we are all called back to the churn of industry. For those lucky few who harvest I pray for bounty.

Categories
Startups

Day 1334 and Heads Down

I had a couple days of flare in my autoimmune condition that had struggling last week. Down time in bed, especially when you are in pain, can be a bit dangerous when the news cycle is popping off. Pain and American politics are a terrible combination.

I do pay attention to politics alas as I am involved in a number of issues (#FreedomToCompute, regulatory reform, and housing) so it’s easy to over do it with being extremely online. My nervous system doesn’t need any additional stimulation.

I was relieved to be back on my feet today as it felt good to be heads down at work. I’m excited about how my seed investing has been going over the past few years and I’m taking the next steps to evolve the fund. I’m so optimistic about what can be achieved. Founders are particularly motivated to build. Ingenuity sparks when things are darkest.