Monday Memo: AI Side Hustles
By Holland Cooke
Consultant
Jason Reddick’s The Complete Guide to AI Side Hustles is aimed at beginners trying to build passive income. But read it through a broadcaster’s lens and it suggests a blueprint for how radio talent and podcasters can leverage AI to expand their influence, diversify revenue, and stay indispensable in a media economy that rewards relevance and speed.
His central thesis is simple: AI doesn’t create talent – it amplifies it. And that’s especially advantageous if you are already a communicator.
AI Enhanced Audio Services: Your Voice, Supercharged
Reddick writes about “leveraged skills,” and the most leveraged skill you have is your voice. Consider exploiting AI tools to offer:
- local tourism audio guides,
- church or nonprofit announcements,
- fundraising video narration,
- audio newsletters for local businesses,
- corporate training narration,
- e-learning or product demonstration voiceovers.
Each of these is high-trust, high-value, and repeatable. Businesses want a real human voice, and if you’re on radio or have a popular podcast, local businesses already know and trust your voice. AI simply lets you scale it.
Repurposing: Your Secret Weapon
Reddick emphasizes turning one idea into multiple assets. You already generate hours of content. With AI, that becomes:
- a monologue turned into a newsletter or newspaper column,
- a segment turned into a blog post,
- a rant turned into a daily, shareable email.
You’re already doing the hard part. AI helps multiply the output.
“Small, Fast, Useful”
Reddick likes what he calls “microproducts” – simple digital items that solve a problem quickly. As a broadcaster or podcaster, you already know how to explain things clearly and in plain English.
Whether you are repackaging interviews you already do or advertisers you already have (or want), or exploring your own personal interests, or simply addressing the everyday issues you yourself confront as a consumer, what can AI help you produce?
- “How to Explain Tech Problems to Customer Support”
- “How to Write a Complaint That Gets Results”
- “Explaining Big News Stories to Young Children”
- “Talking to Teens About Online Safety”
- “How to Cancel SiriusXM Without the Runaround”
- “Welcome! Starter Kit if You’re New to the Area”
- “How to Sound Confident on Conference Calls”
- “Airport Survival Guide for Infrequent Flyers”
Why These Work: They’re “evergreen” (relevant today and a year from now), high-utility (solves a problem quickly, low-lift (AI drafts, you refine), and trust-based (your voice + clarity = credibility).
If AI can scale your talent, the only limit now is your imagination. You can read the first two chapters of “The Complete Guide to AI Side Hustles,” free, here.
Holland Cooke (HollandCooke.com) is a consultant working the intersection of broadcasting and the Internet. Follow HC on Twitter @HollandCooke and connect on LinkedIn

May the Fourth be with you today, as DJs and talk hosts are bumping with Star Wars music. And with Mother’s Day looming,
My notes from a real useful session with Amazon’s Andy Slater, Audacy’s Michael Biemolt, and YouTube’s Neha Taleja, moderated by WTOP’S John Wardock.
with the station across town anymore. It’s competing with 50,000 news brands, nearly half a million podcasts, and an infinite scroll of feeds that never sleep.
As a newly minted program director (remember them?), I found the 1980 “NAB Radio Programming Conference” downright enchanting. New-tech cart machines (remember them?) would FIND the splice! And after the cart played, a flashing light saved careless DJs from accidentally playing it again.
Time Spent Listening to podcasts has now surpassed TSL with spoken word radio. And both are fraught.
In “
Good News/Bad News: Fender‑benders, slip‑and‑falls, and other “injuries caused by the negligent, careless, or reckless actions of others” will always happen. That’s the good news…for personal injury attorneys. Their bad news is that supply WAY-exceeds demand, and their advertising reflects it.
If you work in radio, you’ve heard every flavor of AI anxiety. Some fear it will wipe out jobs. Others treat it like a super shortcut – cranking-out spots, promos, and proposals faster and cheaper. Kate O’Neill’s
Small businesses often underestimate their greatest competitive edge. It’s not price. It’s not selection.
Unless you live in Hawaii and Arizona (except the Navajo Nation) or American Samoa, Guam, the Northern Mariana Islands, Puerto Rico and the U.S. Virgin Islands, your clocks will change when we “Spring Forward” on Sunday 3/8.
Your prospect – or, worse, an existing advertiser with cold feet – says “We tried radio. It didn’t work.” Often, the copy is the culprit, because it’s inside-out.
If you work in radio, you’ve heard every flavor of AI anxiety. Some fear it will wipe out jobs. Others treat it like a super shortcut – cranking-out spots, promos, and proposals faster and cheaper. Kate O’Neill’s “
Every radio conference agenda and much of what’s-up in the trade press and chat groups is about exploiting Artificial Intelligence. Often these conversations land in one of two places: fear (“Will this replace us?”) or fascination (“Look what it can do!”). Both miss the point.
If you’re on-air, it’s an important part of your job. Here’s what I see and hear working:
Linear broadcast media have never been more challenged. Internet video now commands far more viewing time than over-the-air TV. And their own networks are hijacking viewers! Your local NBC station tells you to watch Peacock. ABC points you to Disney+. CBS pushes Paramount+. Affiliates are effectively forced to promote their own competition.
Notice how often you see one in TV commercials, even when the product has nothing to do with pets? I see spots for a local building supply outlet, in which the owner’s dog ambles through every shot, then plops down – seeming to smile – among employees in the closing shot.
Often, when visiting client stations, I ride shotgun on a sales call, and it’s always a masterclass. Retailers have a canny, insightful feel for their customers (our listeners). And accompanying these reps, I feel like I’m “Dancing With The Stars.”
Evidence that your correspondent is a nerd: my airplane read for my CES back-N-forth was Successful AI Product Creation: A 9-Step Framework by Shub Agarwal (Wiley). If you haven’t got time for all 307 pages, here’s what I gleaned, pertinent to radio:
Cutting edge technology is on display — and on wheels — this week here in Las Vegas.
appreciate this real estate, and your feedback.
At the very first CES in 1967, audio cassettes were disrupting 8-track tapes. Back to the future: Artificial Intelligence now threatens to disrupt almost everything.
If you missed yesterday’s webinar, look for the replay which will be posted today at
By now, a music station in your market – hopefully in your cluster – is all-Christmas-music-all-the-time, a great perennial franchise.
Running a successful radio station, hosting a show, or producing a podcast is a lot like hosting Thanksgiving dinner. You need a plan. You need to deliver something satisfying to a crowd with varying tastes. And most of all – if you get it right – you’ll have leftovers you can turn into even more value long after the main event.
In an industry built on speed – breaking news, live liners, commercial deadlines – “pause” can feel like a luxury radio can’t afford. But Kevin Cashman’s The Pause Principle: Step Back to Lead Forward (Wiley) argues the opposite: pausing isn’t weakness, it’s a competitive advantage. For local radio leaders, the message couldn’t be timelier.
If you’re a news/talk station, be known-for-knowing what’s happening. My client stations routinely invite tune-in “for a quick [name of network] news update, every hour, throughout your busy day.”