meta_pixel
Tapesearch Logo
Log in
Side Hustle School

#1969 - First $1,000: “I couldn’t believe I got paid playing a game I loved…”

Side Hustle School

Chris Guillebeau

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

4.73.3K Ratings

🗓️ 23 May 2022

⏱️ 8 minutes

🧾️ Download transcript

Summary

In this week’s First $1,000 segment, we hear from the founder of StartPlaying.Games, a hub for professional dungeon masters who facilitate tabletop games at private events. 

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 Twitter: @chrisguillebeau

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.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. 😎 🙏🏼 

To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

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

Bring the bar home with you this holiday season with the new Tails cocktails, an exclusive

0:06.0

range of ready-to-serve cocktails, with all the flavor and complexity of handmade cocktails.

0:11.0

Yet none of the work!

0:12.5

Crafted with the highest quality top shelf spirits.

0:15.4

Picardy Rum 42 Below Vodka Bombay Sapphire Gin and Jewers blended Scotch Whiskey.

0:21.2

Tails cocktails offers bar quality cocktails, simply served.

0:25.0

This is our ice shake shake pour and enjoy your Tails cocktail.

0:30.0

Hey there and welcome.

0:39.8

My name is Chris Killebo, you're listening to Side Hustle School and this episode is

0:43.6

part of a feature we've been doing all year every Monday called your first thousand dollars.

0:49.1

You might guess or you might know if you've been listening for a while, it's all about

0:53.2

how someone made their first thousand dollars.

0:55.2

It's been awesome to work on this series.

0:57.5

I've enjoyed the stories, I've got lots of great feedback from listeners.

1:01.4

Just hearing this origin of how do you go from idea to income, not your first hundred

1:05.8

thousand dollars, not your first million dollars, but your first thousand dollars.

1:09.6

What are your first real steps to earn real money?

1:13.0

As I said, I've been learning along the way as well.

1:15.9

With that in mind, today's feature comes from Devin Chulik in San Francisco.

1:20.2

We first featured Devin back on episode 16 and 90.

1:24.3

So I guess what more than 300 days ago or so, his episode was titled Product Manager

1:29.6

Starts Airbnb for Dungeons and Dragons.

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from Chris Guillebeau, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Chris Guillebeau and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2026.