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Side Hustle School

Ep. 3403 - STORY: Shoe Designer Runs After $1 Million Challenge

Side Hustle School

Chris Guillebeau

Business, Side Hustle, Small Business, Careers, Entrepreneurship,, Entrepreneurship

4.7 โ€ข 3.3K Ratings

๐Ÿ—“๏ธ 26 April 2026

โฑ๏ธ 9 minutes

๐Ÿงพ๏ธ Download transcript

Summary

“Why can’t dress shoes look great and perform well at the same time?” This runner and industrial designer was irritated, so he set out to find the sole solution. 

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.

Show notes: SideHustleSchool.com

Email: team@sidehustleschool.com

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

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Transcript

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0:00.0

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0:44.9

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1:00.6

Shoe designer runs after million dollar challenge.

1:05.1

Why can't dress shoes look great and perform well at the same time?

1:09.7

That is the question that perplexed today's featured a side hustler.

1:12.7

He set out to solve this question to find,

1:18.9

in fact, the sole solution because he's a shoe designer. He actually creates a brand of his own.

1:23.7

This brand started several years ago. We talked about it a number of years ago. It is still going strong. And I think it's a great example of a concept I talk about often, which is where

1:28.6

there's a problem, there is a potential solution, and not just a potential solution, but also a

1:33.0

potential moneymaker. So in this case, a friend challenges him to make a dress shoe that you could

1:38.4

run a marathon in, which is pretty crazy. And you'll hear more about that in the story.

1:42.9

But he also overcomes all sorts of

1:45.0

hardships to achieve this really big sales number at the end of his first year. So pretty

1:50.2

inspirational story. It's going to give somebody out there an idea. I'm pretty sure. Shoe

1:54.3

designer runs after a million dollar challenge. That is, in fact, today's case study. I'll bring it to

1:58.4

you right after this.

...

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