Bill Gurley on

psychology

5 quotes · May 2022 – Mar 2026

Saidverbatim, newest first

  1. Gurley cites Daniel Pink finding humans dwell on boldness regrets, inactions they never tried.

    “Daniel Pink in his book, The Power of Regret notes that humans dwell on regrets of inaction. He calls them boldness re regrets.”

    5:55 · Anthony Scaramucci · 17 Mar 2026 · permalink
  2. Gurley contrasts humans easily forgiving action mistakes but struggling with things never tried.

    “And the older you get, the more they weigh on you. Humans are fabulous at forgiving themselves for mistakes, kind of what you just walked through. Those are action mistakes.”

    6:05 · Anthony Scaramucci · 17 Mar 2026 · permalink
  3. Gurley says regrets of inaction weigh on people's minds increasingly over time, unlike mistakes they forgive themselves for.

    “But the thing we never did, the thing we always thought we should do that we didn't get to, those things weigh on our brain more and more and more as we get older.”

    19:19 · On with Kara Swisher · 26 Feb 2026 · permalink
  4. Gurley says valuation disparity takes time to accept because stakeholders have been repeatedly told they're worth much more.

    “these this valuation disparity that they just talked about is a real issue, and it takes a while for people to come around. Like, they've been told, you're worth this.”

    3:32 · CNBC Television · 11 Sep 2023 · permalink
  5. Gurley finds the period after market corrections to be the calmest with least anxiety in his career.

    “I found through my career, which wasn't four decades, okay. Over three That the window after the correction is the calmest, where there's least anxiety for me at least.”

    42:16 · All-In Podcast · 23 May 2022 · permalink

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