Enneagram Adventure

E57: Willingness, Pain, and Growth: Enneagram Insights for All 9 Types


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Tannah and Holly open with a casual chat about erratic March weather in Wisconsin, parenting challenges, reducing kids’ screen time, and enjoying outdoor activity, including an outdoor Peloton run with inaccurate distance tracking. They mention interest in a new Enneagram workplace book, then introduce their Enneagram Adventure podcast and remind listeners that Enneagram is about core motivation, not behavior. Inspired by a Rich Roll clip, they discuss “willingness” as essential for change and how pain—both involuntary (health scares, loss) and voluntary (exercise, hard conversations, cold plunge, early mornings)—can catalyze willingness. They apply this to each Enneagram type by stance: 3/7/8 must slow down and sit with discomfort; 4/5/9 must stay present and be seen; 1/2/6 must loosen perfectionism, stop overgiving, and tolerate uncertainty. They close by noting you can only work with the willing, asking for reviews, and teasing future merch and a retreat.


00:00 March Weather Catchup

00:36 Kids Chaos And Screens

02:31 Real Life Experiences

03:06 Outdoor Peloton Run

05:17 New Enneagram Work Book

07:02 Podcast Setup And Disclaimer

08:18 Willingness And Pain

17:43 Voluntary Versus Involuntary

21:27 Assertive Types Three Seven Eight

29:08 Withdrawing Types Intro

29:30 Type Four Seen

31:44 Type Five Show Up

34:09 Type Nine Change Push

39:46 Compliant Stance Overview

40:09 Type One Inner Critic

42:54 Type Two Overgiving Trap

47:27 Type Six Uncertainty Loop

50:31 Wrap Up And Next



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Enneagram AdventureBy Tannah Flora and Holly Deschenes