Actualization Levers

A complaint I often hear from CEOs is that they feel as if their CTOs are confused and view themselves as some sort of engineers’ union leaders. That’s because tech leaders can get tunnel vision and overly emphasize a single way to compensate their people. With the best intentions, we find the easiest lever to […]

Self Iterations

At the end of the day, it doesn’t matter whether your boss sucks at providing feedback or whether you’ve found a great coach. It sure would help you make progress, but neither can do the work for you. How you take ownership of your growth will decide your career, and, really, how you spend your […]

When The Going Gets Tough

Startups are a rollercoaster; we’ve all heard that clichĂ©. But what do you do when things get really ugly? The major outage, a security breach, a critical vendor that suddenly stops working, or a big tech company deciding to become your direct competitor? As a leader, how you react and manage yourself and the rest […]

Back to First Sight

At a certain point in junior high, I realized not everyone in class had to squint to see the blackboard. That’s when I asked my parents to get my eyes checked. I still remember the first time I stepped onto the street from the eyeglasses store. All of a sudden, trees weren’t just general green […]

Your Title Is Holding You Back

Many ambitious eng leaders blame org charts and politics for their limited impact. It’s comforting to think that a lack of authority or a rigid hierarchy is the only thing keeping you from greater things. But far more often, the real barrier isn’t the organization. It’s the title on your business card, and how you […]

10x Engineers as Double-Edged Swords

Nothing torpedoes a startup faster than a room full of geniuses sprinting in random directions. It really could be problematic for startups to have too many 10x (or highly skilled) engineers. That’s because having a power tool can really speed up your work, but can also be extremely dangerous in the hands of someone who […]

It Takes Two To Tango

You’re not just watching the dance. You’re on the floor, stepping on toes. The question is: Are you willing to admit it? Spend five minutes with an exec team, and odds are you’ll hear some version of: “Our middle management layer isn’t strong enough.” “They don’t think like owners.” “They’re not proactive.” Sure. That might […]

Beware Sexy Projects

I was very lucky to work with extremely bright and talented people over the last couple of decades. People who don’t shy away from a challenge. Those who find clever solutions. Who work extremely fast. Then came a point in my career where I realized that it can act as a double-edged sword, harming the […]

Feedback Debt

Tech debt burns money; feedback debt burns culture. When a codebase rots, you can demonstrate the expected ROI numbers, make the case to Product, and ship a fix. Every conversation you postpone, however, silently hardwires suboptimal behavior and erodes trust in ways no spreadsheet can capture. The longer you wait, the more each shortcut feels […]

Making Leadership Work

You have so many things on your plate. There’s probably always something you know you’re not getting to. Some tech execs I see put out fires so often, I tease them with the Fireman Sam theme song. You might be even good at all those things. Yet that’s not doing leadership work, that’s just being […]