Ep. 3187 - First $1,000: Typography Lover Turns Letters Into Revenue
Side Hustle School
Chris Guillebeau / Onward Project
4.8 • 3.3K Ratings
🗓️ 22 September 2025
⏱️ 7 minutes
🧾️ Download transcript
Summary
In this week’s First $1,000 segment, learn how a font designer earned their first digital payday with a clean, subway-inspired typeface. With just two fonts and a Creative Market listing, they passed $1,000 in less than a 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.
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Transcript
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| 0:00.0 | business owners are built differently and there's nothing more satisfying than your business keeping up with you. |
| 0:05.8 | But of course, sometimes your growth outpaces what you can handle, especially when it comes to shipping. |
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| 0:40.7 | Once again, shipstation.com code hustle. |
| 0:46.5 | Lemonada. |
| 1:00.4 | Hey friends, what's up? Welcome to Side Ussel School. Chris Gillibow, your host in today's episode. Well, it's part of the first $1,000 series. We're going to meet a typography enthusiast who |
| 1:06.1 | transforms a quiet design obsession into a source of ongoing digital income. |
| 1:11.6 | This person, her name is Callie. |
| 1:13.0 | She's always been fascinated by lettering, collecting fonts, types, |
| 1:17.5 | redrawing logos, all that kind of stuff. |
| 1:19.7 | And eventually she started experimenting with creating her own fonts. |
| 1:23.0 | What began as a hobby became a focused project. |
| 1:26.2 | She's going to talk about how she learned to make $1,000 in her first month with just two products. And of course, this project continues to earn. So it's not just one and done. It is a great example of building something once and getting paid repeatedly. I know we have a lot of listeners out there who love the idea of making something like that happen for themselves. So let's talk about it. Typography lover turns letters into revenue. That's today's story. |
| 1:49.5 | Going to pass the microphone to Callie. I'll be back at the end with a quick wrap up. |
| 1:55.0 | One characteristic that successful side hustlers have is they are curious and they are willing to take action on their curiosity. |
| 2:03.0 | So I guess that's two characteristics, but still they're kind of built in. It's like you're interested in |
... |
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