These Side Hustle Podcasts Will Make Managing or Growing Your Gig Easier

A man enjoys a podcast he's listening to.
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Podcasts are an overlooked resource for entertainment, education and advice on niche topics — side gigs among them.

They’re often hosted by everyday people in the thick of things. Some gain cult followings and build supportive communities before the topic goes mainstream.

For anyone considering extra work, such feedback and support are crucial. The right side hustle podcast can be the perfect source of both.

Need a Side Hustle Podcast to Stay Motivated? How About 9?

Despite how side gigs are portrayed, there’s a lot more to them than downloading an app and making money in your spare time. Reality is more complicated. Your gig should be a purposeful endeavor that doesn’t merely cover bills. 

Ideally, your side gig should have an exit plan that helps you meet a financial or professional goal. For those currently in the thick of things, you may find that hustle culture is taking a toll on your health or relationships.

It can be a lot to stay on top of. But the good news is that there are a plethora of podcasts to guide you along your journey, from voices big and small. 

1. The Accidental Creative

Since 2005, author and podcast host Todd Henry has been cranking out episodes that include interviews and tips to spur creativity and productivity. New episodes of The Accidental Creative come daily or twice weekly, depending on your preference. 

Daily episodes are three-minute snippets of advice while the twice-weekly episodes run for about 20 minutes and include full-length interviews and strategies.

2. Before Breakfast

Host Laura Vanderkam dishes out daily episodes of Before Breakfast, a podcast that focuses on time-management techniques. As a mother of four, author, public speaker and host of two podcasts, Vanderkam knows a thing or two about managing time.

Each episode aptly runs about five minutes, and it can be easily baked into your morning routine — ahem — before breakfast.

3. Freelance Creative Exchange

Every two weeks, CreativesAtWork releases a new episode of Freelance Creative Exchange, a no-frills, tip-based podcast for freelancers, especially international freelancers. 

Each episode, which runs about 30 to 40 minutes, takes a deep dive into a different freelance strategy. While the podcast is produced by a Singapore-based media agency, the content is universally applicable — covering such topics as scaling from a few clients to full-fledged business, pricing your services appropriately, using social media to further your reach and much more.

4. How I Built This

Hosted by Guy Raz and provided by NPR, How I Built This is an award-winning podcast that’s built on a simple premise: interview the most successful business owners and entrepreneurs of the day and dive into exactly how they achieved success.

Each episode documents the struggles and hurdles of the early stages of starting a business, and highlights how many now-household brands started out as side gigs. New episodes are published every Monday. Hunker down. They’re about an hour long.

5. The Rideshare Guy

Harry Campbell is the voice behind The Rideshare Guy. The aerospace engineer turned rideshare-driver-podcaster-blogger started driving for Uber and Lyft in 2014. He created a blog and a podcast to dive into the differences of each ridesharing app.

Campbell features a diversity of sources related to ridesharing and the gig economy as a whole. Some drivers, some researchers and even some CEOs. Episodes run between 30 and 45 minutes and are released every other week or so.

6. Sidegig

Previously, Sidegig was more talk show than podcast. Three seasons featured discussions and lessons-learned from three hosts, Preston Lee, Ian Paget, Ryan Robinson, who all ran businesses in addition to their 9-to-5s (and hosting the podcast). 

All these episodes are still available to listen to, but starting Fall 2019, the show is getting a revamp: New host Brian Hull will offer up side gig ideas, advice and tips from guests. New episodes will be released every Friday.

7. Side Hustle Pro

Host Nicaila Matthews Okome’s podcast, Side Hustle Pro, shares stories of black women entrepreneurs who have created and grown their side gigs into lasting businesses. Photo courtesy of D. Finney

Host Nicaila Matthews Okome seeks to tell stories that no one else tells. So, in 2016, she started Side Hustle Pro, a podcast that shares the journeys of black women entrepreneurs who have created and grown their side gigs into lasting businesses.

New episodes air every Wednesday and typically feature an interview with a successful guest. In 40-ish-minute segments, Side Hustle Pro covers big-picture advice like handling imposter syndrome as well as the minutiae like pricing your freelance services to attract the right clients.

8. Side Hustle School

To best-selling author and podcast host Chris Guillebeau, a side hustle is all about creating a new opportunity that works for you, not some other business or side-gig platform. Every day, and sometimes multiple times per day, Guillebeau releases a new episode of Side Hustle School with that credo in mind. 

Each episode features a unique side gig from his guest and offers resources on how to create a similar gig or business. Sometimes the episodes are hosted by the hustlers themselves. In June, The Penny Hoarder sat down to interview Chris Guillebeau ahead of his new book, “100 Side Hustles,” which is largely based on his podcast series.

9. The Side Hustle Show

Every week, host Nick Loper shares advice on everything side hustle — moneymaking ideas, gig-launching tips, progress-tracking strategies and more. (Loper also brought some of his ideas to The Penny Hoarder as a freelance writer in years past.)

The Side Hustle Show is now 350 episodes strong. Most episodes run for 40 minutes, but you can opt for edited versions of the massive archive to hone in on certain topics or to get minute-long sound bites.

So before you download an app, before you commit to something you haven’t yet fleshed out and definitely before you spend any money on overhead costs, gain some perspective by filling all that empty air with the soundwaves of people who have gone before you.

Adam Hardy is a staff writer at The Penny Hoarder. He specializes in ways to make money that don’t involve stuffy corporate offices. Read his ​latest articles here, or say hi on Twitter @hardyjournalism.