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Old Fashioned On Purpose

S18: E15: Embarrassment is the Cost of Entry

Old Fashioned On Purpose

Jill Winger

Education, Farm, Gardening, Leisure, Farming, Chickens, Hobbies, How To, Homestead, Home & Garden, Canning, Cows, Homesteading, Cooking

4.81.8K Ratings

🗓️ 20 April 2026

⏱️ 29 minutes

🧾️ Download transcript

Summary

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...

Transcript

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0:00.0

Hey, everybody, welcome back to the old-fashioned on-purpose podcast.

0:12.3

So I recently posted a note over on my substack, which is jill winger.substack.com, if you want to follow along over there.

0:18.8

But I was talking about embarrassment and how embarrassment

0:22.6

can be the cost of entry towards the things that really light us up the things we're supposed

0:28.5

to do in life um and it resonated with a lot of people i got a lot of comments on it and so i wanted

0:33.6

to flesh it out a little bit more today sometimes Sometimes a podcast is a good way for me to

0:37.7

organize my thoughts, and I find that sometimes my ramblings even are helpful to some of you.

0:43.4

This is a topic I have danced with a lot over the years, because I frequently find myself

0:49.2

in situations where I feel excitement and also an overwhelming sense of dread. And believe it or not,

0:56.8

those two feelings are not mutually exclusive. And they're actually partners with each other when we

1:03.4

are doing things that are out of our comfort zone that we're definitely supposed to do. We're

1:09.1

meant to do. We're called to do, but we're not used to it.

1:12.8

You know, it's not something that feels normal in every day.

1:15.3

And so I think as people, old-fashioned on purpose people or ambitious people or just people in

1:21.3

general, we need to talk about this more because I see so many people start to take steps

1:26.6

towards things that they want to do,

1:28.8

that they've always wanted.

1:29.7

And then they run into that wall of the fear of embarrassment or that dread or that mixture of

1:35.4

butterflies and nausea.

1:37.4

And they stop and they run backwards and they go, oh, it's not meant to be.

1:42.0

As if stepping out of our comfort zone is going to be

1:45.0

comfortable, as if doing this thing we've never done is going to feel like second nature, because it

...

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