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Side Hustle School

Ep. 3269 - Q&A: “What do I do if my partner doesn’t believe in my business?”

Side Hustle School

Chris Guillebeau / Onward Project

Business, Careers, Entrepreneurship

4.83.3K Ratings

🗓️ 13 December 2025

⏱️ 5 minutes

🧾️ Download transcript

Summary

In this episode, a listener wants support at home without abandoning a dream. We’ll address the emotional core—safety, trust, respect—then add a simple structure so the business proves itself without turning the relationship into collateral damage.

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

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. 😎 🙏🏼 



See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

Lemonada. Let's get real today. The listener question is, what do I do if my partner doesn't believe

0:15.9

in my business? This is a fairly common situation. One partner is energized by possibility. The other is like,

0:23.8

just not into this. Don't like this idea. Worried about the expense, worried about something else.

0:29.9

You know, whatever it is. Like, we all have these like ingrained beliefs. And sometimes we respond to

0:34.2

change as a threat. So neither partner is necessarily wrong. They're just using

0:38.9

different scorecards, basically. And let's consider what this listener really wants,

0:43.5

like they're looking for safety, trust, and respect. And also they have this idea to do a side hustle

0:48.8

and they would like to do it without causing friction and conflict with their partner.

0:52.5

If possible, I'm not sure I can

0:54.2

solve all of these things in a short action-packed episode, but I've seen it often enough that I think

0:59.2

I can give a couple helpful points. Maybe this will be helpful for somebody else out there as well.

1:03.9

Stay tuned for the detailed question from Morgan and my answer.

1:14.4

Hi. answer. Hi, Chris.

1:15.4

I'm Morgan, a long-time listener.

1:17.6

I started a side business last fall, custom gift boxes for corporate clients, and I love it.

1:23.2

The trouble is my boyfriend, who I live with, isn't on board.

1:26.7

I've put real time into it, plus a few thousand dollars for supplies and a small website,

1:31.2

and so far the profit is minimal.

1:33.5

He's worried I'm chasing a hobby that drains my savings and weekends.

1:37.1

I don't want this to become a constant fight, but I also don't want to quit before it has a chance.

1:41.7

How do you navigate a skeptical partner?

1:43.7

Are there practical ways to

...

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