Daniel Pink: The Power of Regret and the Freedom to Begin Again
Description
Ever wondered what it really means to start over when the world thinks you’ve peaked? In this episode, Daniel Pink, bestselling author of Drive and The Power of Regret, reveals why midlife isn’t a crisis but a creative turning point. He talks about becoming a beginner again after 50, how regret can guide us toward what truly matters, and why lasting motivation comes from autonomy, mastery, and purpose, not paychecks.
👉 Watch now to learn how to reinvent yourself with clarity, courage, and curiosity.
Timestamps:
01:15 Early Career & Al Gore Years
04:12 Leaving Politics for Book Writing
07:05 The Book “Drive” & Science of Motivation
11:10 Leadership & Purpose Within Organizations
14:13 Living an Average Mid-40s Reality
17:08 The Midlife Chrysalis & Year-Long Sabbatical
22:04 Writing for The Washington Post
25:58 Becoming a Rookie at 50
30:00 The Science of Timing
32:03 Evaluating Autonomy, Mastery & Purpose
34:21 How He Wrote “The Power of Regret”
37:42 The Wisdom in Regret
39:24 Anticipated Regret in Action
42:34 On Retirement & Regeneration
46:16 The Idea of Gap Year at 50
49:38 Regenerative vs. Retirement Communities
51:49 Upsides & Downsides of Aging
55:20 Dan’s Wisdom Bumper Sticker
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