Whoopi Walked In and the Audience Walked Out: Why Fame Isn’t the Same as Fit
WKTU, New York just celebrated a milestone 30th birthday in the format. You may not remember, but part of that history included having Whoopi Goldberg as its morning host. When I listened back then, it was one of the most confusing radio shows I’d ever heard. As fate would have it, I met Jim Ryan, who put Whoopi on the brand. I mentioned I never understood the show, which did not work. Over the years, Jim and I have talked about this. I turn Planet Reynolds over to him this week for this excellent analysis explaining why and what’s to learn from that. This article first appeared in the terrific Barrett Media. I found it incredibly interesting, so I asked Jim to share it here, too.
What’s your brand?
Very often, the best lessons come from situations that didn’t work out as planned. Twenty years ago, while I was at Clear Channel (now iHeart), we believed talent was the key to making radio a meaningful companion. At the time, Elvis Duran was dominating in New York and expanding into other markets, while Delilah was a staple on our AC stations. Sean Compton, who was handling talent acquisition, wanted a household name for female-targeted morning radio. The decision was made to sign Whoopi Goldberg.
We launched the show with great fanfare across major affiliates like New York, Chicago, San Francisco, and Philadelphia. Whoopi was a rare EGOT (Emmy-Grammy-Oscar-Tony) winner; it seemed logical that an award-winning household name would be a hit in morning drive.
However, a disconnect emerged. While Whoopi had a storied career, including her acclaimed role in The Color Purple, much of the radio audience expected to wake up with the comedian they loved in Sister Act. Her vision for the show was more aligned with what she does today on The View. Sitting in the studio most mornings, I saw firsthand the audience wasn’t expecting that direction. Despite the great interviews and funny moments, the show struggled. We learned that in a nine-minute listening occasion, you must be true to your brand. The constant listener calls referencing Sister Act were a reminder that while Whoopi was incredibly talented, that alone wasn’t enough to deliver the expected ratings success.
Regardless of the show you produce, you must ask: “What is the listener’s expectation?” and “What is my brand?” Just as you wouldn’t expect Stephen A. Smith to host love songs or Delilah to act like a shock jock, every successful personality has a defined brand that sets a clear expectation for the audience.
What is your brand? What is the basic plot of your show? If you are part of an ensemble, what is your specific role? Once you answer these, you must run all content through that filter. If you are a “funny” or “feel-good” show, certain topics like politics might be off the table. Conversely, shows like The Breakfast Club thrive on strong opinions. Another example was Mike and the Mad Dog who launched WFAN as the first sports station in America; the show’s success relied on the specific conflict between Mike and Chris. They knew their roles and fulfilled listener expectations every day. Howard Stern, once a “shock jock”, has enhanced his brand to become one of the greatest interviewers in media today. But he uses that brand to be able to ask the questions that nobody else dares to. And gets away with it.
I have worked with many shows where the personalities are unsure of their roles or their on-air relationships. In successful long-running television shows, the audience knows exactly how each character will react. From I Love Lucy to Seinfeld to Everybody Loves Raymond, character friction drives the content.
If you are part of an ensemble or overseeing one, take a minute to ensure each character is clearly defined. Over time, co-hosts can adopt similar mannerisms or opinions, and a re-evaluation becomes necessary. If the friction between characters disappears, so does the drama and the show becomes boring. Long-running shows like Elvis Duran, Dave Ryan, and Mojo have successfully changed co-hosts to stay relevant. The late Kidd Kraddick was so obsessed with show evolution that his program has remained at the top of the ratings for years even after his passing.
Radio shows are only on the air for 20 hours a week, but a strong brand stays with listeners long after they tune out. People think about Howard Stern, Charlamagne tha God, Delilah, and Elvis Duran well beyond their broadcast times.
So, what’s your brand?
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Last week, I was sent to the grocery store. My partner is the cook in our relationship, and he directed me to get peeled tomatoes for a recipe. I dutifully drove to the Harris Teeter and found them in aisle five. Ah, success! But then dread and dark clouds hovered over. Did he want the tomatoes with basil? The ones with oregano and garlic? Plain? The ones already chopped or whole? Did he want the Hunts or Contadina brand, or could I buy the less expensive Harris Teeter brand, which was on sale?
I have a disease called Permanent Content Brain. The phrase was coined by podcaster Pablo Torre who admits, as do I, that everything I see I wonder how it can be content on a show. I am reminded of talent who go about their lives and never see the power of this kinda stuff to help them be relatable or use it to create fun stories the audience identifies with. So many say “nothing happened to me yesterday” yet when I dig deep and get inquisitive, so much content appears. They didn’t see it because they weren’t paying attention.
Heated Rivalry does the one thing at its core every show must do to shift people from being listeners to becoming fans: they make us care about the characters. Think of any show or movie that moved you – that connected with you that you still rave about – and note that the screenwriter and story made you care about the people in it. Think of who you hang with in your personal life; those you know and those you care about. You must do the same with your show to create that loyalty with listeners.
Years ago, when my father came to terms that his eldest son would never play sports, he suggested that I officiate my uncle’s team’s basketball scrimmages. That was appealing to an insecure 15-year old because I was told I’d have a whistle and the other kids had to listen to me. I caught the referee bug so, for the last three decades, I’ve officiated high school basketball as a side hustle.
These are the people who will tell you: “That works… but it could work better.” “You’re leaning on the same moves again.” “You’re good—but you’re capable of more.”
Some nights while eating dinner, I have no appetite on TV for the political shout-fests or sports round table know-it-alls. So, I keep clicking until I hit gold: a rerun of Everybody Loves Raymond. A show that hasn’t been on the air in 20 years but always delivers the laughs.
Who are the characters on your show? They must, must, must be grounded in the truth. The difference between your characters and those on Everybody Loves Raymond is that yours are real (the TV characters are assigned to great comedic actors). You cannot give a persona to someone on your show – they’ll be inauthentic and the audience will sense it. Apply this exercise above to your cast then ask where the tension is and how they are different.
But not my Carrot Weather. It has attitude and edge, and it almost always makes me laugh because it’s topical. And it curses at me. Where I’m blah on all the above, this app entertains me while I’m getting the weather information. As a result, I don’t shrug my shoulders at Carrot. Even its name is different from all the above. What do carrots have to do with the weather? Nothing! I’m loyal to it because of these differences, and gladly pay their $30 yearly fee because I (we?) need more laughter in our lives.

I get bored in Umstead Park, right by my house. I leash up Willow Two Toys® and Sam the World’s Neediest Dog® and we go for a walk. No phone, no music, no headphones, no disruptions. I turn the “gotta figure this out” dial down to zero. Only nature and my wandering mind. And what enters my brain when I invite in some boredom are solutions to challenges, ideas, and ways to innovate I didn’t have when I was filling that boredom with an endless search for something to solve it.
I don’t profess to have any super creative abilities. But I have found, when I create that brain space by walking through the park, things magically happen. I don’t know why and can’t predict when, but it happens. We don’t do enough of that. As an example from last week, we have a holiday concert at one station and the morning show has 100 tickets to give out. Instead of doing pairs of tickets so lots of listeners win, or the dreaded Family Four Pack (someone kill this, please), the walk through the park brought me the idea to give all 100 tickets to one listener. The morning show promotion Deck Your Doors was born in the park because of the boredom. The talent and brand manager loved it and now we have something that’ll make our show stand out.
So, I’m here to say go be bored. Find a park, let your feet touch grass figuratively, leave the phone behind, and let your mind wander. If you’re one of my on-air talent, try this weekly and watch what happens to your creativity.
I recently decided to add to the boredom menu. I bought a bike. While my friends all have bets on when I’ll end up in the emergency room, I’m betting that the boredom of the rides, with no phones or distractions, will unlock more of my curiosity. A few days ago, the boredom of a ride brought me the idea for this blog.
Human beings gravitate to routine and structure. The Bert Show on Q100 in Atlanta has been a part of that for decades. And poof, one day soon, it will go away. What will happen to his massive, loyal following in Atlanta and across his network of stations? However the station handles this moment could determine its success for many years.
I suggested we go on a long walk one morning for charity. That became Kennedy’s Wicked Long Walk. Kennedy just did her second walk and, in one day, raised over $70,000 for Samaritans, a local charity that serves young people who are challenged with mental health issues. Kids and mental health are the show’s causes, with the latter being important to Kennedy, as she’s been quite open with the audience about her mental health.
I’m not one for metrics but let me share some impressive numbers. Over $70,000 donated from more than 700 individual donors in one day. Samaritans provided to Kennedy the donor list and she wrote a thank you to every single one of them. She shared where their money was going and what it meant to her that they cared enough to help. Can you imagine how it felt for those who gave to hear from her?
This show gets the big and small stuff – they do things with relevant content that create wonderful experiences in the moment and big things that cause talk and keep them top-of-mind. Kennedy’s Wicked Long Walk is a new tradition for the show that asks listeners to help join forces for a cause that’s important. It’s a bold, different way to give fans a chance to do so, too. In turn, that deepens the bond – the connection- between Karson, Kennedy, and their Producer, Dan.
Let’s help you move from the former season to the latter. Let’s talk about two areas that help you get there: the money and the culture in your building (how you’re perceived). I’m not suggesting you’re not doing any of this or haven’t tried, but take these as reminders of ways you can become even more valuable in the building.