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Side Hustle School

Ep. 3340 - STORY: Proud Mainer Brings Whoopie Pies to the World

Side Hustle School

Chris Guillebeau

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

4.73.3K Ratings

🗓️ 22 February 2026

⏱️ 9 minutes

🧾️ Download transcript

Summary

After her kids went off to college, this former stay-at-home-mom began baking whoopie pies in bulk. She now makes them by the tens of thousands, selling more than $25,000 in creamy inventory each month.

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

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. 😎 🙏🏼 



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


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. 😎 🙏🏼 


Hosted on Acast. See acast.com/privacy for more information.

Transcript

Click on a timestamp to play from that location

0:00.0

The easiest way to scale your business is to stay connected and not just with your team,

0:05.2

but also your money, your cash flow. That's why you want to make the switch to Intuit QuickBooks

0:10.3

Money Management Tools. With QuickBooks Money Tools, your money and your books are synced

0:15.3

together in one platform. You get real-time insights and visibility. You can see the cash

0:20.6

coming in, going out. You can see your

0:22.8

vendors, what you need to pay, what you can expect. This has been a problem for me sometimes in the

0:27.4

past. So I love the idea of having just simple clarity. Reclaim that clarity and control so you can

0:33.3

grow your business with QuickBooks Money Tools today. Learn more at QuickBooks.com

0:37.6

slash money. Again, that's quickbooks.com slash money. Terms apply. Money movement services

0:43.2

are provided by Intuit Payments Incorporated, licensed as a money transmitter by the New York State Department of Financial Services.

0:52.6

Lemonada. After her kids go off to college, this former stay-at-home mom begins baking whoopee pies in bulk.

1:08.2

She now makes them by the tens of thousands, selling more than $25,000 in creamy inventory each month.

1:15.3

Welcome, friends, welcome community. This is Sidesol School. I'm your host, Chris Gilleboh. Today's story,

1:20.4

Proud Manner brings whoopie pies to the world. So here at Sidesl School, we're all about bringing you

1:25.9

case studies, stories, actionable ideas, things you can do or things you can model your business idea on, even if you've never thought about starting a business before.

1:34.2

I believe everybody has something they can do, something you can do to earn extra money, to create a income generating project of your own using your existing skills, which is exactly what

1:45.7

this person, today's featured case study, did. So we're going to go to the great state of Maine.

1:51.0

I've been to Maine for book events a couple times, and it both stops. I had readers bring some

1:56.9

whoopee pies to my events. I don't think I'd ever had one before. At a lot of my book events,

2:03.6

readers bring cupcakes, which are pretty fun and cool. But in Maine, they're like, we're going to do

2:07.8

something local. I'm not sure if they brought this particular type of whoopee pie, perhaps in the

2:13.1

future it will happen. But the point is, I'm not the only person who appreciates these treats.

...

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