
S18: E15: Embarrassment is the Cost of Entry
From Old Fashioned On Purpose by Jill Winger
April 20, 2026 · 29 min · Season 18 · Episode 15
About this episode
Jill Winger discusses the challenges and lessons learned from being a beginner at roping at 40, emphasizing that embarrassment is a necessary part of growth.
Learning to rope at 40 has humbled me in all the best and worst ways, because nothing exposes your ego faster than being a beginner in front of people who’ve been doing something their whole lives. In this episode, I’m talking about a phrase I’ve been repeating to myself in the branding pen: embarrassment is the cost of entry. We’ll explore what this phrase means, why so many of us feel threatened by embarrassment, our addictions to competence, the messy stage of growth, and the wonderful rew...
People in this episode
Host: Jill Winger
Topics covered
- embarrassment
- beginner's journey
- personal growth
- ego
- competence
- branding
Keywords
- roping
- embarrassment
- personal development
- ego
- competence
- growth
- branding
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- S18: E16: When Good Identities Become Cages (and how to break free) · April 27, 2026 · 29 min
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