For senior engineers & engineering leaders

Monday mornings, something short to sit with.

Not advice or a framework, but a question, and some room to think it through yourself.

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Your work can't make you feel safe

Prove Yourself, Prove Yourself Again

Something that comes up often, especially after a reorg or a promotion, is the pressure to keep showing you’re worth keeping. You shipped the migration, hit the date, and for about a week it felt settled. But then the next sprint starts and the quiet question comes back: what have I done lately? Prove it again. And again.

A few questions to ponder:

  • Where are you working to prove you’re needed rather than to do the work itself?
  • Who are you proving it to, and have they actually asked?
  • What needs to be true in order for you to finally feel like you’ve actually “proved it”?
  • What gets neglected when you are more focused on proving your worth than getting the job done?

The reframe: The validation that comes only when you prove yourself never quite stays. You’ve been asking your output to make you feel safe. It can’t. I can’t tell you what can. It’s personal. But it may be worth further reflection.

More weekly reflections

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July 20, 2026

A Leader Doesn't Have to Know

For engineers who took pride in being the one with the answer, not knowing can feel like exposure. A reflection on leading when the answers aren't knowable yet.

June 29, 2026

The Decision You Keep Circling

You've reopened the same call five times, and the stakes keep climbing. A reflection on what you're really waiting for, and the cost of holding a decision open.

June 22, 2026
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Occasional longer pieces, for when you want to go further.

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May 29, 2026 · Overwhelm · 3 min read

When Fixing Yourself Becomes the Blocker

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You Know Too Much—and It’s Hurting You

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When Frustration Is a Gift in Disguise

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Clarity First. Growth Second.

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When Life Falls Apart, You Don’t Have To

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May 13, 2025 · Identity · 4 min read
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Monday mornings, a short reflection to sit with: a question, and room to think it through yourself. And an occasional longer piece, when a topic deserves the room.

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