Most industries are dominated by monopolies. How we enforce antitrust law explains far more than you might think.

Photo courtesy of BP Miller.

My first monopoly was AT&T.

I lived on a commune until I was eight. We didn’t have toilets, but we did have phones. We didn’t own them. It was a commune, after all. But they were in our house and we got to use them.

When we reentered “normal” civilization, we still didn’t own our phones. AT&T did. This was 1984, the same year Congress broke them up. I was more confused than injured by their power…

Why and how my team built board reports instead of PowerPoint decks. Fifty pages, less work than slides, and more valuable.

Image courtesy of Drew Beamer.

Board meetings are a critical time of communication and reflection for a company. You have to share enough information that the people in the room can make existential decisions about the business. Yet most CEOs I know share only slides (the “board deck”) with their board.

This is a huge mistake.

People who worked for me at Puppet claimed I hate PowerPoint or Keynote. Nope. I use them myself when presenting on stage in…

How I got here, how it went, and what happened along the way.

I didn’t want to start a company. But I had no choice.

I was a SysAdmin after college, because I tried everything else and got fired from them all. I had seven jobs in two and a half years. I’m very fireable. System administration was just the chair where I happened to be sitting when the music stopped. More a safe, fun place than a source of deep passion.

By that point in my career, I was a little easier to keep around. More importantly, I had…

A single drink perfectly captures the weirdness of raising money for the first time.

Photo courtesy of Dylan de Jonge

I found myself at a hotel with some friends. I was visiting Portland for a conference. Puppet’s first investment round — and mine! — was closing. The money was being deposited.

Have you seen a David Mamet movie, like The Spanish Prisoner? They’re fantastic. But eerie. Disquieting. They build up a story, brick by brick. Then they yank a few bricks away, exposing the whole story as a lie. Only a hollow truth remains, unrelated to your built up belief…

The drive for social status created the worst, most important part of the Iliad. Now it’s filling up investment announcements.

Picture by Mikuláš Prokop

My fancy liberal arts school hazed me, like it does all students: I had to read The Iliad and The Odyssey.

We did more than read. We wrote. We talked. We dissected, for meaning and history. Me, and a dozen other kids I’d just met. It was school, after all.

The Odyssey is great. A proper story. Easy to read, and easy to see why it stuck around.

The Iliad is… not. It’s hard to read…

Automation is not to blame for all the job destruction and wage stagnation. But you can still do great harm if you build it for the wrong reasons.

We’re told that automation is destroying jobs, that technology is replacing people, making them dumber, less capable. These are lies, with just enough truth to confuse us. You can have my robot washing machines when you pry them from my cold, wet hands.

I’m not some Pollyanna, thinking tech is only ever positive. Its potential for abuse and hurt is visible across the centuries, and especially so today. …

The sideways logo gets hidden, rather than fixed.

Photo by eleven x.

Yes, I know this photo is of the old model. But it perfectly captures what’s still wrong with the new one.

The iPad has been my primary mobile computing platform since a couple years after it came out. I’ve had every version since the very first, and I immediately replaced that one when a version with LTE arrived. I spent two months traveling with my family last summer and only used my iPad. I’ve taken countless trips with nothing but it and my phone to get work done.

The sideways logo gets hidden, rather than fixed.

Photo by eleven x.

Yes, I know this photo is of the old model. But it perfectly captures what’s still wrong with the new one.

The iPad has been my primary mobile computing platform since a couple years after it came out. I’ve had every version since the very first, and I immediately replaced that one when a version with LTE arrived. I spent two months traveling with my family last summer and only used my iPad. I’ve taken countless trips with nothing but it and my phone to get work done.

Founders need to retain their own mission while they build out the company’s.

Photo by Sharon McCutcheon

Managing a high-growth company is the hardest thing I’ve ever done. One big reason is that I only received problems that no one else could figure out. Some were organizational problems that should naturally route to the CEO, but a lot were functional issues that I was no more capable of solving than anyone else.

I eventually discerned a repeated pattern in solving these problems. At first I would just get a few issues. I’d muddle through — do a bit of research, ask for help, and sort things out. As we grew, more and more…

Is that a compliment, or an insult?

Photo by John Salvino

My experience growing and fundraising for Puppet was full of inspirational-sounding phrases that cut like a knife. Aggressive goals got praise for wanting to “build a real product” and “really scale this thing.” These are some of my favorites. And when I say “favorites,” what I mean is, I hate them. Deeply.

The one that I heard most often made me want to walk out of the room. I’d pitch an investor while fundraising, and he (always he) would say: “So you’re going to try to turn this into…

Luke Kanies

Founder, adviser, and strategist. Writing at lukekanies.com and second-publishing here.

Get the Medium app

A button that says 'Download on the App Store', and if clicked it will lead you to the iOS App store
A button that says 'Get it on, Google Play', and if clicked it will lead you to the Google Play store