3589 Throwback Thursday

TBT: “Recovering Attorney” Operates 7-Figure Podcast Service

John Corcoran started a podcast on the side while practicing law, and the service he later built around it grew into a seven-figure business with a team of 40.

0:00

Subscribe Now For A Free Five Step Tutorial

Get a free five-part email course that shows you how to find, validate, and launch your side hustle idea — no experience required.

Download by month

Take October 2026 with you

29 episodesChecking download size…

Includes this episode. Save the whole month or choose the ones you want.

Choose episodes

One ZIP with separate MP3 files. Keep this tab open while it prepares.

Looking for another month?Browse all months

“We're doing the unsexy things that you need to do in order to grow the business.”

John Corcoran calls himself a recovering attorney. We first heard from him in the episode “Former White House Aide Teaches People to Make Friends.” In this Throwback Thursday update, he told us where the story went next. He lives in San Francisco, and his company is Rise25.com. It helps B2B businesses create podcasts and do content marketing.

It started with his own show. John launched a podcast while he was still practicing law, and for a while it was a hustle in name only. It made no money. But he loved it, and the show brought him clients and referrals. A few years ago, he and his business partner Jeremy got tired of telling everyone to start a podcast and hearing why they couldn't. So they began lending out their team. Their first client wanted a podcast, so they said, what if we do it for you? They agreed on a price and figured out the rest along the way, hopping on Zoom calls between tasks.

That made John nervous at first. He realized he didn't need every answer. The client needed strategy, and the team could handle the mechanics. One client became two, then three, then four. A team of 40 now serves clients around the globe, including a Berkshire Hathaway company, law firms, and consulting firms. John is candid that it isn't a business he can leave for three months. As he puts it, “We're doing the unsexy things that you need to do in order to grow the business.” That means documenting processes and hiring backups so someone can step in when a team member is out.

His advice: look for a market shift and ride it. Twenty-five years ago, a handful of networks controlled the media. Now any company can be a media company, and content marketing is the way in. Riding a wave that's rising is easier than swimming against one that's shrinking. For John, the best part is the meaning behind the work. A family member once wrote to thank his partner for recording an episode with a guest who had since passed away. Find more from John at SmartBusinessRevolution.com.

Find your side hustle

Search 450 real case studies by income, difficulty, and business model. The Side Hustle Finder helps you skip the browsing and find ideas that actually match your situation.

Explore the Finder →
Side Hustle book
From the Host

Side Hustle: From Idea to Income in 27 Days

The step-by-step guide behind many of the stories on this show. Find your idea, validate it, and start earning — no experience required.

See all books →

Keep in Touch

Chris Guillebeau speaking to a packed crowd

There's a new story every single day on Side Hustle School. Episodes are produced to be short and to the point — I know you're busy. Be sure you subscribe to get a weekly recap of each episode!

Email hello@chrisguillebeau.com
Say Hi From your favorite airport

To infinity and beyond,
Chris Guillebeau