712: How to Unlock New Side Hustle Ideas with AI

The Side Hustle Show

Nick Loper

How To, Entrepreneurship, Business, Education

4.7 • 1.6K Ratings

🗓️ 15 December 2025

⏱️ 40 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

What if you could get personalized side hustle ideas that actually fit your life instead of scrolling through another generic listicle? That's exactly what we're tackling in this special crossover episode with Allison Baggerly from the Inspired Budget Podcast. After 650+ interviews on the Side Hustle Show, I noticed something interesting: almost nobody finds their winning side hustle idea by Googling "ways to make extra money" and picking number 17 from some random blog post. The ideas that stick are the ones that connect your skills, interests, and available time with real problems people will pay you to solve. So I created a free ChatGPT prompt generator that asks you the right questions and spits out personalized side hustle ideas tailored specifically to you. And Allison volunteered to be our test pilot. Tune in to Episode 712 of the Side Hustle Show to learn: how to use AI to brainstorm side hustle ideas that actually match your skills, schedule, and income goals the three levels of side hustles and how to choose the right one for your income goals how to move beyond generic lists and find ideas people will actually pay for Full Show Notes: How to Unlock New Side Hustle Ideas with AI New to the Show? Get your personalized money-making playlist ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠! Sponsors: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Indeed⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ – Start hiring NOW with a $75 sponsored job credit to upgrade your job post! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Quo (formerly OpenPhone)⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ — Get 20% off of your first 6 months! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Shopify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ — Sign up for a $1 per month trial! About The Side Hustle Show This is the entrepreneurship podcast you can actually apply! The award-winning small business show covers the best side hustles and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠side hustle ideas⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. We share how to start a business and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠make money online⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and offline, including online business, side gigs, freelancing, marketing, sales funnels, investing, and much more. Join 100,000+ listeners and get legit business ideas and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠passive income⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ strategies straight to your earbuds. No BS, just actionable tips on how to start and grow your side hustle. Hosted by Nick Loper of ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Side Hustle Nation⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠.

Transcript

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0:00.0	It used to be, you would Google side hustle ideas, you would Google ways to make extra money,
0:05.1	and you would get these very generic lists because the bloggers like myself who created those
0:11.0	lists, like, we don't know you. We've got our own experience. We've talked to a lot of other
0:14.9	side hustlers, and so we'll throw a bunch of ideas at you and maybe something sticks.
0:20.7	What's funny is after 650 interviews, it's really, really rare to find somebody when I say, well, how'd you come up with that idea? It's really rare to find somebody who says, well, I googled side hustle ideas, and I scrolled down to number 17 on the list, and it was like, bingo, that's the one. A little bit of a different one for you today.
0:42.1	This is an episode I did with my friend Alison Baggerly from the Inspired Budget Podcast on a really important topic coming up with side hustle ideas that are personalized and tailored
0:48.2	to you.
0:49.5	And how we're going to do that with Allison S our guinea pig is by feeding a very specific prompt
0:55.3	into chat GPT. You can download the free worksheet that we used to generate that prompt
1:00.0	at side hustle nation.com slash Allison or just follow the link in the show notes for this episode.
1:06.9	Ready? Let's do it. Okay, so you are a side hustle expert. I don't know if you'd call yourself an
1:13.2	expert, but I'm going to call you an expert. And I know that right now people are struggling
1:19.5	financially. And so many people are turning to really thinking outside the box, looking for
1:25.9	ways to make extra money, whether it's just
1:27.5	like a temporary fix where they're just wanting to do something for a couple of months or it's
1:32.0	something that's long lasting that they take on a whole new thing in addition to their 9 to 5.
1:37.6	I'd love to know where people should begin when it comes to brainstorming side hustle ideas.
1:43.4	To think outside of like driving Uber
1:46.4	and I don't know, medical script transcription kind of thing. Sure. Yeah. And all of those would still be
1:55.2	under the side hustle umbrella. And so you've got a couple different options or levels to play the game at.
2:00.6	The first is very much plug and play. It's Uber, it's DoorDash, it's Rover, it's Airbnb. It's largely app powered. Not a ton of specialized skills required. The platforms are doing a little bit of the marketing for you. Yes, follow the best practices, set up your profile the right
2:18.5	way, all that stuff. See it with some positive reviews if you can. But by and large, it's going to be
	...

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