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- ✍️DraftedWednesday, June 17, 2026 at 1:32 AM
- ✓Approved by clientMonday, June 29, 2026 at 11:47 AM
Mon 7/13 — The accomplished leaders who can't take a compliment (self-doubt)
Some of the most accomplished leaders I have worked with cannot accept a compliment about their own work without deflecting it. Title, track record, the respect of people whose opinion is hard to earn. All of it real, all of it earned. And underneath, a quiet, persistent sense of not quite being enough that no achievement ever fully settles. For a long time I assumed this was rare, something that showed up in a few unusually self-critical people. After three decades, I think it is one of the most common things high performers carry, and the last thing they would ever say out loud. It is rarely a competence problem. It usually traces back to an environment where approval came and went unpredictably, where doing well and being valued were never reliably connected. A person who learned to read for that keeps proving themselves long after the proof is overwhelming. At a senior level it has a real cost. Authority gets under-used. Good risks get avoided. Confidence rises and falls with the last piece of feedback instead of resting on a decades-long record. If you see yourself in this, you are in far more capable company than you would guess. And the work of trusting your own authority is exactly that. Work. It can be done.
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