Not advice or a framework, but a question, and some room to think it through yourself.
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Relief isn't at the next milestone
A lot of the leaders I work with are living on a promise they keep making to themselves.
Once we ship this. Once I backfill the role. Once the funding arrives. Then it’ll ease up.
You’ve made that promise for three milestones now. Each one bought a few days of relief before the next rung showed up. The calm you’re working toward stays one step ahead.
A few questions to ponder:
The reframe: You’ve been asking too much of the next milestone. The calm isn’t waiting there.
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.
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.
When a topic deserves more room than a weekly reflection, I write it up here.
Tech leaders don't get a clear yes
And the relief of finally putting it down
Your side project is not a referendum on who you are
You’re not surrounded by fools — it’s the curse of knowledge.
Why I stopped filling every awkward pause
Impact, influence, impression — what promotions actually reward.
What bothers you most is exactly what makes you valuable
What if the growth you’re chasing isn’t taking you where you think?
Something to hold onto when the ground shifts under you.
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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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