Removing Friction

The glamorous side of productivity and self improvement is the big changes. You put your stake in the ground, decide to make a change, and you do it. You start a new set of habits or a new project. These are positive things, but we sometimes forget about the other side of forward progress. Throughout […]

Why I Bought a Bentley and What It's Like

In 2003, Rick Rubin offered me a ride in his Bentley Arnage. I declined because I thought the place we were going was within walking distance, and only after he drove off did I realize that I was thinking of the wrong place and had missed a chance to ride in what I still believe […]

What I've Learned from Six Months of Coaching

Six months ago I began accepting coaching clients beyond my one initial client. I had this plan that after six months I’d collect a bunch of testimonials, write about coaching, and sign up a new batch of people. But the truth is that my schedule is pretty full, so I’m not really trying to sign […]

Sleep and Crossword Puzzles

I wouldn’t say that my younger cousin and I are competitive, but let’s just say that when she got good at crossword puzzles, I felt that I had little choice but to also get good at crossword puzzles. So for the past few months I’ve averaged probably 2-4 crossword puzzles per day. Crossword puzzles, to […]

How to Relate to Others

I have to admit that I never thought that I’d write a blog post on how to relate to others. For most of my life I realized that I wasn’t particularly empathetic but didn’t prioritize changing that. Then I met a very empathetic friend (she wrote The Charisma Myth) and she just point blank told […]

Small Footprint Identity

Once in a while I do something that threatens my status as a minimalist. It was pretty clear cut when I traveled the world with nothing but a backpack and had nothing back home, but now it’s not so clear. I wear the same shirt every day, but I have real estate in a few […]

Okay with Process, Okay with Outcome

My recent car purchase has been something of a disaster. That’s why I haven’t written about it yet (or, rather, posted the rather excited blog post I’ve already written). The car is currently back with the seller, who owns a shop that repairs these sorts of cars, and he’s trying to figure out why it […]

What's Going to be Different Tomorrow?

Yesterday, in a fit of inspiration, moved the furniture out of my bedroom and tore up half of the carpets. A few months ago I did the floors for the rest of my house, but I ran out of time and my bedroom threshhold was a natural stopping point. And then… there was no natural […]

Long Life Trajectories

I went to a Roger Waters concert earlier tonight. I got a free ticket and I make it a habit to see anything or anyone who’s supposed to be one of the best, even though I don’t like rock music. One of my first memories of music is listening to Another Brick in the Wall […]

Plans Which Can't Fail

External events often have to be left to chance. You submit your book proposal, and maybe it gets accepted and maybe not. You go talk to the cute stranger, and maybe you’re compatible and maybe you’re not. You plan a camping trip a month ahead, and maybe it rains or maybe it doesn’t. Often, though, […]

Some Quick Thoughts on Growth

A few random thoughts on growth, prompted by some observations of myself, friends, and coaching clients. Boredom is good. It means that you’ve reached a new level. Staying bored is really bad, because it means that you aren’t moving on to the next thing. So enjoy it for a moment, and then make sure you […]

Analyzing Risk

On a recent podcast I was on, I was asked why I took so many risks. I stuttered for a second before answering the question because I was trying to think of an example of a big risk I took. I couldn’t think of any, so I had to answer the question in a different […]

Getting Huge Chunks of Work Done

This feels like a slightly ironic title, as today I spent sixteen hours showing my cousin and her boyfriend around one of my favorite cities in the world, Budapest. No work, except for writing this post before I go to sleep. On the other hand, the only reason I can take a full day off […]

Getting to Unlimited Runway

Due to CruiseSheet growing and my new coaching project, my income has gone up quite a bit compared to previous years. This has been a strange transition for me, as I’m used to being the guy who doesn’t really make much money, but does clever things to maximize it. Now I have a more normal […]

Strong Defaults

I have a technique that I use to deal with a lot of situations that I call setting strong defaults. It started with dating as a means to eliminate the ridiculous and common “but where do YOU want to eat?” loop where each person keeps asking the other person where they want to eat, and […]