How to Start a Billboard Business: $30k a Month Part-Time (Greatest Hits)

The Side Hustle Show

Nick Loper

How To, Entrepreneurship, Business, Education

4.7 • 1.6K Ratings

🗓️ 19 February 2026

⏱️ 53 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Billboards are timeless. And they remain a successful advertising strategy even with the rise of digital technology. With that said, you probably never imagined that a solopreneur could rake in $30,000 a month from it (part-time!). But that’s exactly what Chris Brown from Signs of Good and wantmore.org has done for the past decade. Chris retired early at the age of 42 and now owns approximately 30 billboards around Bentonville, Arkansas. Tune in to Ep 608 of The Side Hustle Show to learn: how to find billboards for sale find places where you could put one how to fill that ad space how passive it is once you’re up and running Full Show Notes: How to Start a Billboard Business: $30k a Month Part-Time 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! ⁠Gusto⁠ — Get 3 months free of the leading payroll, benefits, and HR provider for modern small businesses! 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	Here's an oldie but a goodie from the archives from the side hustle show, Greatest Hits collection. 30 grand a month from a side hustle. I can almost guarantee you've never considered. What's up? What's up? Nick Loper here. Welcome to The Side Hustle Show. Because you're 9 to 5 may make you a living. Five to 9 makes you alive. Today's guest reached out with a quote-unquote
0:21.0	passive income side hustle I'd never heard of, but I'm confident that you see almost every
0:26.4	day. And that's owning billboards. He owns around 30 of these things in the Bentonville, Arkansas
0:32.0	area and retired a couple years ago at the ripe old age of 42, thanks in part to the monthly cash flow that they
0:39.0	generate from wantmore.org, Chris Brown. Welcome to The Side Hustle Show. Thanks, Nick. I'm glad to be
0:45.0	here. You bet me as well. Glad you're here. Stick around in this one. You're to learn how to find
0:49.7	these things for sale or find places where you could put one, how to fill up that ad space, and how
0:54.8	passive it really is once you're up and running. Your listener only bonus for this week is my list
0:59.4	of 25 other unconventional rental ideas, other things that people are renting out for a
1:04.7	profit. You can download that for free at the show notes for this episode at sidelustlenation.com
1:09.7	slash billboards or just follow the show notes
1:12.5	link in the episode description and you'll be able to grab that. Now, this is something I never
1:17.1	considered. What put it on your radar in the first place? Talk me about your first billboard or
1:21.0	the inspiration to get started here. The inspiration was I was actually just driving past one day
1:25.9	after day noticing it was empty. But let me go back
1:29.4	a little bit before that to tell you the inspiration of why I even started looking for side hustles
1:34.5	or passive income. And billboards became that vehicle for me. So got married right out of college the same
1:41.6	day I actually graduated. We were so broke. We had two cars, but one of them
1:46.1	that you had to get in through the passenger side vehicle or through the door to get into the
1:50.3	vehicle. And that was not fun, right? Like you're having to crawl in and crawl over. That's how broke
1:55.9	we were. Not a good place to be. Got a job making $8 an hour really good after you graduate college,
2:01.7	right? Get out, making all the money, started piling on the debt, buying a new car, buying a house,
	...

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