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Travel

Day 454 and Up In The Air

When I first started this experiment in daily writing my schedule was quite predictable. We were in the middle of the pandemic and each day could be relied upon to deliver some consistency. But now that era of at home living is slipping away for abled people, even marginally at risk folks like myself have to contend with new challenges.

In this case, the challenge is writing before being offline. It’s noon in Frankfurt. I’ll be catching a flight back to a Colorado early this afternoon. I’ll land in the late afternoon Mountain Time but for me it will be Thursday already. So I have to consider if writing on the proper day in both Germany and Colorado counts, or if I could leave it till when I land. I decided to do it ahead of time as it is both in the spirit of the daily consistent writing pattern but also I’ll be far too tired to do it after a ten hour flight.

What’s a fascinating to me is that this one big travel block felt like a one off. But once I broke the seal on being up in the air I felt like I could do it again. So I’ve booked a trip to Miami next week. And then Montana in May to spend time with friends working remotely and scouring for homesteads. And from there I’ll be headed to Austin in June. And so the schedule of travel renews.

It’s not exactly the new normal. Travel is still a nightmare. I just had a wheezing fit of tachycardia because of a security line issue and had to beg to have my mask off so I could take medicine and slow my heart. Flying is still a bit of a nightmare. But it feels good to take flight again. I am spiritually ready to be up in the air again.

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Travel

Day 453 and 80% Rule

My husband Alex has this rule for travel he calls the “85% rule” for when to expect homesickness. It’s a pretty simple concept. You will feel the maximum amount of negative emotions as you begin the final days or weeks of your trip. But it clears up once the trip nears completion. You will feel worse when your completion bar is at 80% than you will at 99%. In your final day or even hours you will wish you were staying but two or three days before you will wonder why the fuck you aren’t already home

This rule holds true for business travel and personal. It’s remarkably consistent on short trips and as I discovered even month long excursions. I’m flying home to Colorado tomorrow which is a Wednesday. But last Thursday and Friday I was so done with being in Frankfurt. I just wanted to be done with it. I debated looking for earlier flights.

Thankfully Alex reminded me of the 80% rule. He encouraged me to feel the homesickness and sadness. Enjoy the discomfort even. And that by the time Tuesday rolled around I’d be sad that I was leaving Germany behind.

And just as he predicted today I was hit with the wave of happiness and nostalgia that comes at the end of a long enjoyable stay. I had to walk into the city center to get my Covid test for my flight back. As I finished up the errand I found myself slow walking back to the apartment to put off packing. I went by the big indoor farmers market to get a snack for the airplane. I veered over into old town to take one last look at the architecture. I even popped into a souvenir store to eye expensive cuckoo clocks and beer steins. I normally hate knickknacks.

I’m enjoying an immense wave of satisfaction and nostalgia. This trip has gone even better than my wildest fantasies could have imagined. I’ve reminded myself of my priorities and independence. It’s given me a new appreciation for my marriage and it’s importance to me. I’ve pondered been insights into my motivations and coping mechanisms. I wish I could stay longer to pursue the history of a city that perfectly aligns with my historical, economic and aesthetic history. I guess the 80% rule works. I’ll head home in the morning.

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Aesthetics

Day 450 and Editor Pants

I was chatting with one of my favorite girlfriends about this and that today when we stumbled into a strange revelation.I was bemoaning the lack of serious writing on style and she was sharing good TikTok accounts that get into the type of fashion analysis I might find enjoyable. You know, shoot the shit with girlfriends texting. And somehow we stumbled onto how we both became fashion girls. And well I’m just going to share it.

On my way to become a fashion girl I had some awkward phases but none more awkward than when I was quite sure that Express was actually stylish.

And nothing did more to convince me of this than their absolutely iconic Editor Pants. If you are an elder millennial you know this pant. Black and mid-rise with a mostly straight cut, it’s form fitting hug was the definitive silhouette of its era.

Now mind you they were polyester and not terribly high quality. I once set a pair on fire in my dorm room by attempting to try it on a lamp so I didn’t have to go to a fraternity party in damp pants. Couture this was not. But in my teenage head these were the kind of pants that serious professional women wore.

Now this has some consequences for the trajectory of my life. I absolutely thought being an editor was a serious job based on the marketing of these pants. Sure Banana Republic tried to convince us that architect was the sexy creative job. But for me it was the Editor Pant that inspired my imagination. It put the idiotic notion that I could work at a magazine right as magazine publishing culture was at its zenith. I remember standing outside of Condé Nast on a visit to New York and telling myself I’d work there one day.

So yeah fuck those pants. Being an editor is a grueling shitty line of work where you are constantly in financial jeopardy. Thank fuck I god over it when Condé Nast wouldn’t hire me after college. They rightly told me I wasn’t qualified having done something asinine like study economics at Chicago.

And to be fair I had an amazing career in fashion and I owe a lot to those pants. They were a generational staple and Express deserves a place in fashion history for it. I hope someone with actual skills in this space writes something serious about it and published a back catalog of their advertising. Maybe I’ll do it one day. And if you’d like a lovely internet friend my friend is Alexis Hyde. We have similar tastes though she’s much more visually literate than me. She’s an art curator in Los Angeles and if you ever want to buy art look her up.

Categories
Travel

Day 447 and For Others

Yesterday I reminded myself that I write for me. The choice to write is one I’ve prioritized day in and day out. Today I organized my entire day for someone else. I regret it.

My Airbnb was supposed to be cleaned today. The owner texted me as reminder to be out of the apartment from 12-4pm for the cleaning crew. I moved my calls and meetings to tomorrow. I decided I’d go to the Zoo for the day.

I rushed to be out of the house before the cleaners arrived. There are still Covid protocols. I felt stressed by the obligation. I have a tendency to clean for the cleaners. Eventually I left and decided I’d go to the Frankfurt Zoo.

I made a bit of a day if it. I took pictures. I browsed. I watched penguins and spider monkeys play games. I saw the tigers. I had a beer and pretzel. As the zoo closed down I headed home sure I’d done my duty for my Airbnb host and the cleaning crew.

The apartment was untouched. Nothing has been cleaned. No one was ever there. Seems my rescheduling my entire work day for someone else’s workday has been in vain. Some excuses were given about sick family members and no one was able to tell anyone what was happening.

I expressed that I wouldn’t be able to rework my schedule again for someone else. That I needed to have my work day. That I just couldn’t live my schedule on someone else’s tomorrow or the next day. I have to mice for myself.

Categories
Emotional Work

Day 446 and For Myself

Some days I forget I picked up the habit of writing every day for myself. It might feel like an obligation or a burden or even a sacrifice. Today it feels like a sacrifice. I want to be spending my time elsewhere. But I’ve committed to doing this habit every single day for myself. And when my desire to write conflicts with another desire, it’s a challenge to form a good narrative.

I have to ask myself honestly what priorities do I put off so that I can always write every single day? Am I sacrificing other things to give myself this daily writing habit? Of course, the answer is yes. Every act, every decision, every time we apply our focus it is a choice to pick one priority over another.

I am in this moment sacrificing time with someone so I can maintain this habit. I pulled myself away from someone to put finger to keyboard (a much less romantic turn of phrase than pen to paper) so I could prioritize myself and my habits.

And that’s ok. I want to put this habit first for the few minutes it takes me. It doesn’t make me a bad person to pull away to do this for myself. I don’t need to justify it. This is what I choose. Getting comfortable with the responsibility for my choices is the bigger challenge. As it is for us all.

Categories
Internet Culture Reading Travel

Day 427 and Rhythms

I’ve got a set of best practices for managing jet lag. If you are going east you get up a bit earlier and if it’s an overnight take something to immediately fall asleep even if it’s earlier. You should fast on your flight. this sucks if it involves first class and good booze but it’s worth it. When you land absolutely no napping. Stay up till normal bedtime even if it takes an extra coffee.

So far this seems to have worked for me. I woke up at 7am in Germany which is precisely my normal waking with the sun schedule. I didn’t have any issues waking up in the middle of the night nor did I have any fatigue in my workday.

Want to know the weirdest dumbest adjustment I can’t quite figure out? When to write my blog posts. It’s 5pm in Germany right now which is generally when I write my posts in Colorado. I prefer an end of the workday time as it lets me integrate the day’s knowledge and insights. But it’s only 9am in Colorado. When I post this as my own “end of day” wrap it will barely be the beginning of the day for my partners on the west coast.

This also has the effect of making me feel a bit out of the zeitgeist. When I woke up none of the overnight emails had gone out. Which meant I just got started on my day. Typically I spend an hour reading the news and drinking my coffee. But if there is no news to read it’s a much faster start to the day. So maybe it’s not that I’m out of the zeitgeist so much as the zeitgeist consumption process has tilted forward by 8 hours just as my day has done. I guess I better go open up Bloomberg and enjoy my morning news for with evening meal.

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Startups

Day 406 and Like I’m 5

I welcome pitches through my social media channels. I’ve even gone so far as to put together an FAQ for how to pitch me. I hope I do a good job of welcoming founders at even the earliest stages into conversation. But just because I am happy to shoot the shit with you, doesn’t mean I’m capable of organizing your thoughts for you.

Want me to write a check? When you are getting started with me keep it simple. Ground me in the basics so you can take me into the details. Go from whole to parts.

Now I’m not asking you to dumb it down. I’m asking you to do the work to really clarify what you want to make. Maybe it doesn’t sound as impressive in a few sentences, but trust me you must anchor everything in the basics. If you cannot articulate the core product you need to build how in a few sentences, how do you think you will convince me to support your biggest craziest vision?

Now what I am asking you to do is actually quite hard. If you aren’t sure what I mean when I ask for a basic product description spend some time on the excellent Reddit sub “Explain Like I’m 5.” The premise is simple. If you have a complex technical topic that requires expertise you need a way to get it across to a layperson.

You will hire a lot of lay people in your career as a founder. I am just the first one. Educating me on what you are doing is hopefully the start of thousands of explanations you will give on what your company does. Because we both want you to build a big company right?

So while you are welcome to send me your standard 15 page deck, or in depth Notion documentation, or your favorite Substack blog posts, you know I have to explain it to the co-investors, new hires and LPs in a sentence right?

What I don’t want is to dig through dozens of documents and feel even less sure by the end of my diligence of what you are building than when I started. I want to hear a synopsis that excites me to dig in and then go on a journey with you where I learn just how much you’ve thought about it. But if you can’t keep it simple you probably aren’t ready to be fundraising.

Categories
Aesthetics Media

Day 366 and Auld Lang Syne Motherfuckas

I’ve got a routine with this blog. I’ll write my post. Then I’ll tag it and hit publish. But before I put it on Twitter for everyone to see, I text it to my friend Phil. He doesn’t always respond. I doubt he’s read every single post. Even I haven’t. But he’s the first person to get a link. I’m not entirely sure how I established this routine but it might have something to do with a video series called The Burg. Let me explain.

Back when Phil and I were idiots in our twenties, we lived in Williamsburg Brooklyn. It used to be the hipster neighborhood. And because the creative class is what it is, someone decided to make a short video series about living there because narcissism. Phil and I were obsessed with this series. It was before professional quality had become a worthwhile investment for YouTube content so we didn’t have endless options. The show felt like it was meant for us. Someone actually bothered to script and shoot a show about solipsist hipsters in our own neighborhood.

The show made a special new year’s episode. In it the characters play a game where they do absolutely unthinkably cruel thing to their friends. But it all must be forgiven at midnight because “Auld Lang Syne motherfuckas!” Their tradition is you have to forgive each other no matter what has been done. The song demands it apparently. It’s actually a really beautiful meditation on friendship and the capacity we have to hurt the ones we love the most. Also hipsters are assholes.

Now because Phil and I were idiots as kids, we also did unthinkably cruel things to each other. Just like on The Burg. We had massive blow ups. We didn’t speak for a few years. But somehow we started a tradition of sending each other the Burg’s Auld Lang Syne episode at midnight every New Years. I guess we knew we needed a ritual to find a way to forgiveness. Without it we would have drifted apart. With it we’ve been friends for fifteen years.

We are long past those volatile years thankfully. But we still text each other Auld Lang Syne as the year turns without fail. I went so far as to download a copy of the episode in case the cloud isn’t a safe space for it anymore. I have to have to accessible to send to Phil at the stroke of midnight.

So this is a roundabout way of explaining why Phil always gets the link first. A habit I also started fresh on a New Years Day. He’s the first person I start fresh with on New Years. He embodies the spirit of forgiveness and new beginnings for me. So every day now he gets a link. He probably wishes he didn’t. But Auld Lang Syne motherfuckas! He’s got to forgive me.

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Background

Day 363 and Best Of 21

One of the unexpected benefits of writing every single day has been the accumulation of reference material. I can send folks a synopsis rather than retyping a topic that I get asked about a lot. So if you want to know how I get healthy, or how I invest, or even how I think about aesthetics this page will serve as a reference for year 1.

Health & Wellness

Biohacking 101 Guide

Supplements for Beginners

Self Care & Pacing and Recovery Protocols

How To Communicate with Me

Why I Prefer Asynchronous Communication

Why I Dislike Phone Calls (Or DM Me First)

Getting To Know Me for Founders Seeking Investment

Investment Thesis Thoughts

Empathy Investing

Chaotic Labor Markets

Chaotic Families

Request for Founders

Psychological Safety

Mental Flexibility

Bias Towards Fuckaround

What Don’t I Know?

Why I Don’t Like to Invest In Retail Anymore

Aesthetics

Fashion Week Back in The Aughts

The Thursday Styles Problem

Swag (Or My Facebook Hoodie)

A General Theory of Shitposting

Cultural Hegemony and Internet Citizenship

A Short Guide to Becoming an Edgelord

Advice for Startups

Above All Else Fun

Inertia

Rooting For You

Stress, Luck & Startup Families

The Emotion of A Big Exit (or Stack Overflow Sold)

Show Me Anything

Just Make Stuff

Optimizing For The Right Outcome

How To Work With A Startup

Emotional Growth

3 People Inside You

Punishment

Forgiveness and Failure

Easy for You (Not For Everyone)

Superpowers

My Addiction to Work

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.