Overcompensating
05/13/25 • 8 min
When things aren’t going smoothly, most tech leaders don’t slow down to rethink—they speed up to fix. We overcompensate. We protect the team too much, get involved in every decision, pile on late nights, or jump in to do others’ jobs. It feels noble, but it’s actually avoidance. In this episode, I unpack the hidden damage of overcompensating leadership: how it stunts team growth, creates dependency, and feeds your own ego more than your org’s future. If you think you’re being helpful, this one’s for you.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: [email protected]
When things aren’t going smoothly, most tech leaders don’t slow down to rethink—they speed up to fix. We overcompensate. We protect the team too much, get involved in every decision, pile on late nights, or jump in to do others’ jobs. It feels noble, but it’s actually avoidance. In this episode, I unpack the hidden damage of overcompensating leadership: how it stunts team growth, creates dependency, and feeds your own ego more than your org’s future. If you think you’re being helpful, this one’s for you.
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: [email protected]
Previous Episode
Chronic Reaction
Many leaders nowadays suffer from this chronic condition. They do everything right if you only judge each single action by itself. On any given day, you can look at their decisions and say you would've done the same. But the best leaders know that this is a "greedy algorithm" sort of trap and escape. Are you suffering from chronic reaction?
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: [email protected]
Next Episode
Too Cozy
Everyone celebrates long-tenured team members—but what if comfort is killing your company? Let's discuss the hidden dangers of having people who’ve been in the same seat for too long. From culture fossilization to growth stagnation, we’ll talk about how stability can become a sedative, and why fresh eyes—not old habits—are what drive real progress. If you’ve got people who “know how things work,” ask yourself: are they still moving forward, or just making sure nothing changes?
Grab a copy of my books, Capitalizing Your Technology and The Tech Executive Operating System.
Subscribe to the best newsletter for tech executives.
For any questions or comments, reach out to me directly: [email protected]
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