Management

The Sabotage List

Imposter syndrome. It’s the feeling that pure happenstance or just dumb luck is the reason you’re in this current role. It’s a sense you don’t belong, you aren’t good enough, and – real soon now – everyone is going to see you for who you really are. You might have felt this before, and I’m… more

October 21, 2021 1 Comment

Ok. So, You Can’t Decide.

Even if you’ve checked your work, asked for all the help, and are moving gingerly, there will be decisions where you can’t decide. You’ve considered and reconsidered your pro/con lists, you’ve had endless debates with informed humans, but you remain mentally paralyzed. I have an observation regarding this paralysis, and then advice. First, the paralysis… more

September 8, 2021 8 Comments

Check Your Work, Ask for Help, and Slow Down

It starts easy. The stakes are low. There is a legion of leaders around you who understand you’ve just begun, so when they see the decision in front of you, they proactively offer helpful advice. If the decision appears too complicated, excessively risky, or obviously high stakes, your manager raises her and helpfully suggests, “I got this one.”

August 22, 2021 2 Comments

The Way I Heard It Was…

We’re a team. There’s a mountain that no one has ever climbed before, but you – in your bones – believe we can. More importantly, you can stand in front of us, point at the mountain, and tell us the compelling story of how we’re going to climb that impossible peak. You talk with your… more

July 30, 2021

Ask for Help

An inability to ask for help is not the domain of introverts. We certainly make it a more laborious mental process, but in any group of humans where there are those who know and those who are learning, the latter population is hesitant to ask for help because they don’t want to appear dumb to those who have clearly figured it out.

July 18, 2021 3 Comments

The Hotel Giraffe

The 9th floor of The Standard located in Greenwich Village of New York City. Pre-pandemic. I wake up mid-day and a full-sized giraffe stands in the corner of my hotel room. The view of mid-day downtown Manhattan is obscured by a full-sized living breathing giraffe. This animal is staring at me. Blink. This situation makes… more

June 25, 2021 2 Comments

Going Full Pascal

First-year of college at UCSC. First computer science class. Introduction to Programming. The language: Pascal. Failed it. Failed it badly. Knew I was going to fail it halfway through the class. This was my chosen profession. I’d been a grocery store clerk, a butcher, a video store clerk, the guy who backs up the system… more

May 21, 2021 1 Comment

Feedback is a Mirror

You have an internal storyteller, and they are always telling you a story. Today the story is, “Almost done with all of my bugs. There were ten at the beginning of the week, but now I have two. One of them is hard, but I’ll figure it out. The other, I’m sure, will be a… more

May 6, 2021 2 Comments

You Are Going on a Quest

The most common conversation I’ve had during the last three start-ups was the growth conversation. Some version of: “Rands. I am here. How do I get there?” For leadership-minded engineers, there are four career paths available to you. I will describe three briefly, and then I’ll talk about the fourth one a lot. The first… more

March 14, 2021 1 Comment

The Metronome

Tick tock. Morning. Sit down at the desk. Hit the spacebar and wake up the displays. Calendar first. What is happening today, and how do I need to prepare? Any last-minute edits? Conflicts? New meeting additions to the day? Ok, which meetings are unfamiliar? Look at attendees—map names to the organizational chart. Assess political machinations.… more

October 12, 2020 2 Comments