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Side Hustle School

Ep. 3215 - First $1,000: Board-Game Date Nights in a Café Basement

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 20 October 2025

⏱️ 8 minutes

🧾️ Download transcript

Summary

In this week’s First $1,000 segment, hear how a board-game collector transformed an unused café basement into a candle-lit playground for couples.

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

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Transcript

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0:00.0

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0:35.8

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0:39.4

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0:46.0

Lemonada.

0:50.8

Picture an old coffee house basement. You've got some exposed brick walls, some mismatched

0:59.8

couches, more cobwebs than customers after 6 p.m. For most people, it's wasted square footage.

1:06.2

But for today's storyteller, a lifelong board game collector, it looked like the perfect venue for a new kind of

1:12.8

date night. Welcome to side hustle school, Chris Gillibow, your host here. This episode is part of a feature

1:18.1

we call your first $1,000. As you might guess, as you might surmise, as you might already know,

1:23.9

it's about how somebody makes their first $1,000 with a new side hustle or small

1:28.7

business idea. How do they get to that point? How do they take that idea and turn it into a

1:33.0

money-making product or service? Today, let's hear this story. A board game collector transforms

1:39.2

an unused cafe basement into a candlelit playground for couples. Two sold out weekends with shuffled

1:45.5

card decks and fresh lattes proved to be very rewarding, both for his clients, those couples on

1:52.3

board game date nights, as well as somebody that he partnered with. So he'll tell you about that in

1:57.5

this story. I'll be back at the end with a few words of wrap up.

...

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