Ep. 3263 - Weekend Workshop: The Never Boss Philosophy
Side Hustle School
Chris Guillebeau
4.7 • 3.3K Ratings
🗓️ 7 December 2025
⏱️ 8 minutes
🧾️ Download transcript
Summary
This new segment is all about helping you learn the key steps to a new side hustle in 2025, one step or concept per week. It includes activities, examples, and more—and of course it's all free. Today's topic: “never have a boss, never be a boss.”
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
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| 0:00.0 | Lemonada. What if you could build a thriving business based on a simple rule, never have a boss and never be a boss? |
| 0:18.9 | So lots of people never want to have a boss, but have you ever thought about |
| 0:21.7 | the opposite, like not having a boss, but also not being a boss? So effectively being a solopreneur, |
| 0:28.1 | or you can just think of it as not having employees. That is what Brandy Agarbeck accomplished |
| 0:33.0 | when she created a graphic facilitation practice that gives her complete autonomy while serving clients |
| 0:39.2 | worldwide. Welcome to Side Ussel School. Chris Gillibow here, your host. This is the weekend workshop |
| 0:45.0 | segment as we come to the end of the year. We did something all year, basically like a segment, |
| 0:50.9 | helping you learn the key steps to a new hustle one step or concept per week. It includes |
| 0:55.7 | activities, examples, and more. And we've been using the book Side Hustle from Idea to Income in 27 |
| 1:01.7 | days, which is available wherever books are sold. For the first half of the year, we went through the |
| 1:06.4 | 27 steps of the book. In the second half, we've been looking at more detailed case studies so you |
| 1:11.3 | understand how people apply the framework. Let's talk today about this concept of the never boss |
| 1:16.4 | philosophy as applied to Brandy. Now Brandy, since age 22, she has lived by this deceptively simple |
| 1:24.0 | philosophy. It defines both her business model and her lifestyle. Again, never have a boss, |
| 1:29.6 | never be a boss. It's not just a slogan. It is a deliberate strategy that has shaped every decision |
| 1:34.4 | about how she structures her work. Brandy recognized early in her career that traditional employment |
| 1:39.6 | would limit her creativity and autonomy in some ways she wasn't willing to accept. So rather than climbing |
| 1:45.6 | corporate ladders or building teams, she chose to become what she calls a company of one. And her |
| 1:51.1 | business model eliminates the complexities and compromises that come with both employment and hiring. |
| 1:56.9 | In short, she practices graphic facilitation. And this is really cool. |
| 2:02.9 | I've had graphic facilitators at my events before. |
| 2:08.7 | They come out and they do these cool visual documentations of like a meeting, a conference, |
... |
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