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Side Hustle School

Ep. 3203 - STORY: Underwear Side Hustle Turns Into $500,000/Month Business

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 8 October 2025

⏱️ 9 minutes

🧾️ Download transcript

Summary

Two women launch an underwear brand in their spare time. It grows from an early Kickstarter campaign to a multi-million dollar company with more than a dozen employees. 

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: [email protected]

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

If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 



See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

You know that customer reviews can have an enormous impact on your business. And you probably know this as a customer as well. When you go shopping for something, don't you look at the reviews? You might even filter them by star rating. You might see what people like, what they don't like. So if you want to have good reviews, if you want to have great reviews, it really helps to automate your process. And that's something our longtime partner, ShipStation, can help with.

0:21.5

They can grow with you.

0:22.6

They can help you deliver five-star customer experience with industry-leading scalable

0:26.7

features.

0:27.7

Wow your customers and get rave reviews with cheaper, faster, and better shipping.

0:31.8

Upgrade to ShipStation today to get a 60-day free trial at Shipstation.com.

0:35.8

Just use Code Hustle.

0:36.8

There's no credit card or contract required.

0:39.4

You can cancel any time. Shipstation.com code hustle.

0:46.0

Lemonada.

0:50.8

Underware side hustle turns into $500,000 a month business. That's right, a multi-million

1:02.1

company. And despite having no background in fashion, two women set out to make underwear for

1:07.4

different sizes and body shapes. When their project hits, they go all in. It now

1:12.7

brings in, as noted, half a million dollars a month. It employs 15 people, but remember, it all

1:18.1

started as a side hustle. Welcome, friends, and welcome to side hustle school. My name's Chris

1:22.5

Gillebough. Excited to bring you the podcast every single day. This is episode 3,203. And in fact, this year,

1:29.7

I'm bringing you some remixes of a few of our best stories over the years from those early years,

1:34.4

2017, 2018 in particular. If you weren't listening back then, these stories are completely new.

1:39.8

If you do happen to have an incredible, absolutely fantastic memory while each one is being

1:45.2

re-recorded. We also include some new updates in some cases. So basically everything is fresh and new.

1:50.6

And we're going to hear today how this underwear side hustle grows from an early Kickstarter

1:54.6

campaign to that multi-million dollar company hiring lots of people doing lots of big things.

...

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