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

0:00 57:58

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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:

Get my free guide of 4 things to quit to transform your life here: https://aaronmachbitz.com/quit/

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Join our exclusive community: https://www.patreon.com/AaronMachbitz

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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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https://everybodyspod.com/sugarman/

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