A major point of contention that often arises in relationships between tech executives and their CEOs is that the latter does not understand what the former are actually doing and where their time is going. They wonder whether things are doing fine and whether they ought to be doing better. They hear you describing a […]
Teams that are working at 100% capacity might feel like top “hustle mode.” Unfortunately, they are just racing towards a wall. When a surprise eventually happens—and they always do—they’re going to get everything crashing down. Rather than getting marginalized, let’s get some margin (pun kinda intended). Disaster Waiting to Happen Someone gets sick, quits, or […]
Unfortunately, tech leaders don’t really have version control for their work. Months of hard work pass, and yet you cannot easily show the “release notes” for it. How can you stay on course when you don’t have in front of you what you’ve already achieved? Without it, you’re bound to continue fighting fires constantly. What […]
Leaders fixated on outcomes treat the path as just friction, a hassle. In reality, the journey is where compounding growth lives: in the errors, corrections, and patterns you either notice or don’t. To help your team grow, stop focusing on avoiding a specific mistake. Aim to make those mistakes count. What “Net-Positive” Actually Means Every […]
As the person who keeps telling tech leaders to stop being so negative and shoot down everything (the infamous “CT-No”), I feel obliged to address the other extreme. The VP of Engineering who tries to accept everything eventually reaches the same dead end from the opposite direction. Learning how to push back effectively is a […]
When a CTO tells me they just barely saved the day, I annoyingly don’t pat them on their backs. Instead, I walk them back to why they were ever in that position. The hero moment is usually evidence of a prior failure. The impressive thing isn’t rescuing the team. It’s building a team that doesn’t […]
A CTO who runs a flawless engineering org with clean architecture, a happy team, and great velocity, while Product is a mess, Sales is flailing, and the company is quietly dying? Now more than ever, it’s clear that tech leaders are often only as limited as they make themselves. Many have already realized that the […]
The sitcom-worthy moment: CEO barges into the room with three new “must-haves” for the current version. The CTO, with ruffled hair and bags under the eyes, pleads for a breather. “Oh, you’re always complaining,” the CEO mutters on the way out. Roll credits. You’ve lived this scene. Probably more than once this quarter. Note: You […]
Do you feel like your team isn’t really creative? Not coming up with any initiatives or ideas? Or when they do, is it all limited to tech fluff? You end up feeling like it all comes down to you (and, if you’re lucky, a couple of reliable people)? No wonder. How can they be creative? […]
Do you look around your org and see a pile of problems? Untested legacy code, knowledge silos, tooling gaps, recurring fires. Perhaps you know what needs to change, but the list is so long it feels insurmountable. You feel defeated before you’ve taken the first step. Don’t get overwhelmed and “freeze.” It Doesn’t Have to […]