Verified guest

Hilary Gridley

Hillary is head of core product at Whoop. Previously, she was a senior director of product at Big Health

1 episode · 1 sourced appearance

Appearances and evidence

Short attributed excerpts only. Timestamps are approximate.

“Today, my guest is Hillary Gridley. Hillary is head of core product at Whoop.”

Speaker: Lenny Rachitsky▶ Watch at ~0:30approx.

Episode-linked context, not an unsupported claim of authorship.

Build AI tools that give you feedback 80% as good as an expert's, on demand, to get years of judgment-building reps in a fraction of the time.

Act first, then feel better — keep a pre-written list of small actions that reliably reverse a low mood.

Teach your team how key leaders think — not just what they decided — via weekly verbatim-plus-interpretation notes.

When you fear someone thinks less of you, take one small action that proves the opposite instead of litigating the past.

Drive team adoption (e.g. of AI) with behavioral psychology, not education: consistency, low friction, and a powerful reward loop.

To understand how someone thinks, feed them statements ending in 'is that right?' rather than asking open-ended questions.

Your job isn't to convince everyone of your vision — it's to understand the leader's vision and find the spiky places you can shape it.

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