Podcasts · Something For Everybody
How Ambition and Gratitude Can ACTUALLY Coexist - Jake Kennington - #538
· 58 min · Episode 1012 · Explicit
Episode How Ambition and Gratitude Can ACTUALLY Coexist - Jake Kennington - #538
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Jake Kennington joins Something For Everybody this week. Jake is a husband, father of four, and a structural engineer turned coach, speaker, and writer.
We talk about redefining success, pursuing entrepreneurship without romanticizing the struggle, and navigating midlife change. Jake shares the REDAC framework, the idea that a meaningful life requires drawing your own map, and how gratitude and ambition can work together.
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Timestamps:
00:00 Fatherhood, family life, and unexpected turns
06:21 Why reaching the engineering pinnacle still felt incomplete
09:26 From resisting entrepreneurship to launching Actively Human
14:46 Why business is a game worth losing
17:10 The four-day workweek that created room to build
20:03 Redefining success beyond achievement
24:00 Learn from people who have actually done the work
26:42 REDAC
34:24 Death by Mediocrity and the case for drawing your own map
40:26 The give a damn pie chart and finding small steps
43:59 A 12-month future-self letter for pull motivation
46:08 How gratitude and ambition can work together
53:18 Faith, coaching, and Jake’s Second Summit Playbook
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Extra Stuff:
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Jake’s Website:
https://activelyhuman.com/
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(Filmed on September 4th, 2026)
Edited by Ben Rogerson (@BenRogerson_)
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