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I (50 Something AI Specialist) interviewed with 2 startups recently.. both passed -one said I was too qualified.. the other that I was too CTO type.. basically 20 somethings wanted other fellow 20 somethings -despite my AI experience.

I'm working with 3 other startups, but work is contract based, no healthcare and flaky..

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Maybe you came off as too far above the grind? People that have recently been in more VPE/director type roles often don’t succeed at returning to IC work (or at least, hiring managers believe this).

sure, it could be the case.. I have been over-analyzing myself lately and realized its just sapping my confidence.

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