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Side Hustle School

Ep. 3304 - Q&A: “Is it better to have more projects or a single focus?”

Side Hustle School

Chris Guillebeau

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

4.73.3K Ratings

🗓️ 17 January 2026

⏱️ 6 minutes

🧾️ Download transcript

Summary

It's the age-old question: how many side hustles should you try to tackle at once—and is there any process-driven way to make this decision? 

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

It's going to be a big year. And January is when so many of us set goals for our business,

0:04.8

for all the things we want to achieve. And in a small business or a side hustle, even,

0:09.6

cash flow can make or break you. So if your money gets tied up, if your tools don't connect,

0:14.1

every decision feels unnecessarily stressful. Maybe it's time to switch to Intuit QuickBooks's

0:20.0

money management tools. Big shout out to QuickBooks,

0:22.9

our sponsor, start the year with confidence about your goals. Learn more at quickbooks.com

0:27.9

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

0:34.7

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

0:43.6

Lemonada

0:44.2

Is it better to have multiple projects for a single focus?

0:57.1

Should you be trying to start several side hustles at once, or even if you've got one

1:01.6

off the ground running, should you then go and start another one, or should you just go all in

1:05.4

with that single-minded focus?

1:08.3

Is there a process-driven way to make this decision?

1:12.3

It's kind of an age-old question,

1:16.6

you know, more than one project, a single focus, et cetera. I've heard multiple versions of each story. I know people who have been successful with both approaches. So how can you make

1:22.1

this decision for yourself? That's our question today from a listener. I actually heard a story

1:27.0

recently of a lawyer who quit his job and has eight to ten side hustles that all comprise more than a full-time blended occupation. I tend to think eight to ten is a lot. But let's talk about it a little bit. You know, how do you make this choice with the single focus with the world of side hustlers? Let's hear from our listener and consider what might be best for her and not just for her, but perhaps for you as well.

1:49.6

Detailed question and my answer coming right up.

2:00.0

Hi, Chris. My name is Laura. And over the past year, I've been exploring a few different

2:06.5

ideas and have made some progress. But I keep going back and forth about the goals of focus

2:14.4

versus diversification. Am I going to be better off trying several things at once or identifying a single

...

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