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Questions to Get to Know Someone

Published Feb 7, 2024, originally on Substack

Questions I genuinely want answered at this stage of my life. They keep my conversations from running on autopilot.

They go roughly from lighter to deeper. Each level checks a different kind of fit: shared interests, shared values, and a shared sense of where life is going.

Small talk

interests alignment

Friendship

values alignment

Depth

vision alignment

On any of these, keep asking “why?”, up to seven times.

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