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Scott Masteller’s Sports Radio Days Prepared Him For News Talk

“So many careers have been damaged by going down the road and taking the wrong turn. I think it’s the job of a program director to be looking out for their talent and helping them navigate through all of these challenges that are taking place.”

Chrissy Paradis

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Scott Masteller has undoubtedly been one of the most fundamental and profound power players in the News Talk/Sports format during his significantly extraordinary career. Masteller has shaped talent, and influenced programming and implemented strategies nationwide while still maintaining pristine relationships within the business. One of his best qualities though goes beyond the actual radio X’s and O’s. It’s his willingness find time to speak and offer advice to those who he’d crossed paths with during his broadcasting journey. Masteller’s career has included a number of memorable stops. The latest one, which he’s been at for the past six years, involves programming and leading Baltimore’s historic heritage station WBAL. Scott and I caught up to reflect on his career and talk about some of the biggest challenges facing the radio business today.

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Chrissy Paradis: What convinced you to pursue a career in radio and broadcasting?

Scott Masteller: It started when I was in college. I met a guy who was involved in the college radio station. He invited me to come down and check out the station, and I pretty much fell in love with the whole idea of being on the radio. I was a jock playing music and the more I would do, the more I got interested in it. Then, I got my first on-air job at a small station in Williamsport, Pennsylvania and I was actually really happy there for a long time. As things evolved, other opportunities presented themselves and that started me on my journey traveling across the country to be more involved in broadcasting.

CP: And that saw you shift from playing music to working in two of the more challenging formats – sports and news talk. Those formats involve being on-mic for 40-50 minutes an hour. You chose to direct your focus behind the scenes, working in programming with a number of local stations. Eventually the call came though to move to Bristol, CT to serve as SVP of ESPN Radio where you’d have a hand in shaping the network’s content and working with affiliates across the country. How did that opportunity manifest itself?

SM: I was on-air earlier in my career, and I modeled them. A lot of people don’t know this, I did minor league baseball for five seasons, three of which, I was in Wichita, Kansas. I wasn’t making any money and there was an opportunity to go to a station in Lexington, Kentucky where I became a host and play-by-play guy and the Program Director, so from that point on, everywhere I went, I was on air and the program director. From Kentucky, I went to Salt Lake City, from there I went to Portland, Oregon where I spent five years. About two years in, they felt that I could be more effective as a program director without an on-air role. At first I fought it, because I loved being on the air, but I had been doing more of the part-time stuff and focusing more on strategy and coaching—giving feedback, developing balance, and at the same time I was going to conferences, meeting people and networking. I became aware of an opportunity in Dallas, Texas. ESPN was putting an owned and operated station on the air, and I love challenges, especially building and fixing things. I was able to secure that position and so I went to Dallas. I ran ESPN 103.3 for five years, and we did some good stuff. Then after that run, I was asked to move to Bristol to become the Senior Director of Content, and oversee all the studio programming for the ESPN Radio Network.

I was there for quite a while, for about eight years. From there, it just kind of evolved. But through that process, I met a lot of people that I really respect. People that mentored me, gave me great feedback with my ideas, and helped me learn the business, so to speak. I’ve had a pretty good run, and been fortunate to find the next job when I wasn’t looking. I just tried to do a good job where I was, and from that, other opportunities presented themselves.

CP: You mentioned having an opportunity to coach, work with and develop shows and talent who have pretty recognizable names in the industry. What was the most pivotal project that you worked on that you feel has played a significant role in developing your skill set?

SM: Well, the first big town I worked in was in Portland, Oregon, and before he became a network megastar Colin Cowherd was the midday host at the sports station I managed KFFX. I got to know him, and learn about him and he just was tremendous to work with. To work with such amazing talent even early on, helped me learn about what it’s like managing high profile personalities.

When I went to Dallas, one of the best shows I was ever associated with was led by the longtime sports columnist and talk show host in the market, Randy Galloway. Randy was well known for his coverage of the Cowboys, very opinionated. We built the show around him, with some players to support him. I feel that’s one of the best shows that I was ever part of. Randy was awesome at what he did. He’s retired now, but I do stay in touch with him and found him to be tremendous.

Then when I went to Bristol—so many talent, but once again, Colin was there and I got to watch him, and the way he prepped and executed his show. His prep process is just so impressive. I walked in early in the morning, and he would be in there with his production team figuring out what he’s going to do. The best talent, make it easy because they’re so dedicated to being great.

And when I left ESPN, I decided to go a different direction. I went into news and news talk, where I’m at now at WBAL, which is a heritage radio station. In the last year, we put together a new morning show where we took two of our highest profile talent, Ben Clifford Mitchell IV ( he goes by C4) and Brian Nieman. It may be one of the top two or three shows I’ve ever worked with because they have incredible chemistry and they want to get better every day.

The great talent are always trying to make themselves better. They’re never satisfied with where they’re at and when you look at Mike and Mike and the success they had, they were always focused on getting better. They weren’t waiting for feedback from somebody else to get better, they were focused on doing it themselves. That’s really what makes the job for a programmer kind of easy, if you have those kinds of people to work with.

CP: There’s definitely no shortage of opinion in spoken word whether it be news or sports. Some are very comfortable speaking their minds and not worrying about the potential consequences, and others may toe the line whether it’s due to fear or not wanting to earn the wrath of the audience. The mic, as you know, can be a dangerous place sometimes. How do you handle that with your staff?

SM: It has proven to be even more dangerous in 2021 than anytime previously. We spend a lot of time with our talent every day, making sure that everybody has a smart game plan for what they’re going to do on the air. You’ve seen so many careers damaged by going down the road and taking the wrong turn because of the scrutiny that everything is under right now. I think it’s the job of a program director, to be looking out for their talent and helping them navigate through all of these challenges that are taking place. That allows them to go in and create great content that people will want to listen to. But, things you could do on the air, two years ago, you may not be able to do today, just because the landscape has changed.

CP: In terms of working in news-talk with WBAL—how did you feel the experience of working in sports prepared you for what felt like a natural, effortless transition? After working with these high profile hosts and covering national stories, how did that play a role in your evolution into becoming a news talk programmer?

SM: The one thing ESPN prepared me for that they had a paid strategy in terms of how they integrate news content with personality oriented content. The work that takes place there, in terms of the news division of ESPN, you have to have so many sources, to put a story out. You have to have a smart strategic plan for what you’re going to do, and understand that there are certain times the story is bigger than anything that’s going out over the air; that all plays into what takes place at a station like WBAL. The collaboration at our station between our news department and our programming department, I believe is the secret sauce that builds to the success of our radio station.

I meet every day with Jeff Wade, our news director, and we’re always strategizing on what the big stories are, how many press conferences we’re going to carry and then how we are going to react to those press conferences—it’s a much different approach than you might see at some other radio stations, because of the fact that our company is committed to news content. Basically, we’re part of a television company—that plays into all of our strategies on a regular basis.

I think that’s one of the biggest strengths that we have, that we can react to the news stories, while still evolving and developing topics, which still, to this day, I believe for any talk show host, the topics are what will make or break you; you pick the right topic, you’ll get quarter hours. You pick the wrong topic, you’ll lose.

CP: There’s one thing that you’ve been lucky enough to learn, it’s that authenticity is essential. Having transparency on the air, it’s palpable. And there’s a strong bond that you can build with your listeners through it. What elements do you see as the most integral part of tackling topics on the air; the host’s opinion, the passion, or the feeling of honestly connecting with the listeners?

SM: I think it’s a combination of all those elements. One of the words I use a lot with talent is tone and how you present your ideas on the air. You have to be real. You can’t be fake. The audience is so much smarter than some talent realize, so if you go down a path, and it’s not real and genuine, the consumer will see right through that. Usually when that happens, they quit and go elsewhere. The consumer holds all the power now because there’s such a saturation of platforms, devices, and content selections that your content has to stand out every day. The host cannot assume that the listener knows, you have to explain it to them.

I think that’s a big part of the process.

The other thing, which has always been part of what I believed in is that you can’t be mean spirited. You can be passionate, you can be opinionated—you can show that emotion on the air, but it’s got to be real. Because if you’re not real, they’re not going to stay and listen.

CP: As you’ve developed your philosophy for managing and working with talent, what is the best advice you could give somebody that you’ve benefited from yourself? A tried and true Masteller-tested method.

SM: One, when a talent asks you, did you hear my segment on such and such today? Be honest with them. If you did hear it, tell them you heard it and tell them what you think. If you didn’t hear it, say I’m sorry, I missed it. I’ll pull the audio and then give you some feedback. But the more you can listen to what they’re doing, that’s what talent want feedback on and what do you think of that segment? They’ll say ‘was I okay in that interview? or ‘was I over the top or where I need to be?’ I think that’s critical.

Also, the program director needs to be part of a support system for the talent. I’ve always had this thing ever since I was a program director—I don’t like to go in the studio when somebody is on the air. I don’t like to call the hotline to the studio unless I really, really have to. Why? Because when I was an on-air talent, there’s nothing that I was more nervous about, then when a program director would come in and stand behind me while I’m doing my show. And I’d be thinking, ‘you know, what, if you’ve got something to say, I’ll listen to you and I want the feedback, but can you wait until I’m off the stage?’

I believe it’s important that the talent knows you’re in his or her corner, to help them get better and to succeed. Nothing gets me more excited than when I see a talent grow to the next level, get a great rating book, and are able to showcase their skills.

It’s also important to know when to have the conversation with the talent and when to let them be and wait. Choosing wrong may impact them.

CP: 2020 has been such an unprecedented year and it’s thrown a lot of curveballs to the industry, but especially the news talk format. What did you do to adjust your station to the dynamics at hand with coverage of the pandemic? Was it more about adapting and reacting or deliberately planning?

SM: From the beginning of the pandemic, we had numerous meetings on how we were going to maintain our quality and how we were going to take things to the next level. The thing about WBAL is we’ve got talk shows, we’ve got news, local news and we produce the Baltimore Ravens in the National Football League, and we actually oversee the production of the games; so we had to figure all that out.

It was kind of starting to come together as we would go because we’ve got really smart people, amazing people that know what’s going on. We all worked collaboratively together and figured that out. Once we got to that place, where we were good, then it was about just continuing to produce content like we normally do. That’s what we’ve really tried to do and even today, we’re still working primarily remotely, but the listener gets the same quality product they’ve always got—that’s what our goal is.

CP: What is your proudest moment (or one of the proudest moments) of your career thus far?

SM: One of my proudest moments was having the confidence to transition from sports to news talk, and being able to get the job at WBAL in Baltimore. It’s a heritage radio station with a tremendous history and I respect the heritage of what that station is all about. While at the same time we’ve done some really good stuff to build it to a higher level. When I left ESPN, I thought I’d stay in sports forever, but this came up, and I saw how important this station is. I’ve had as much fun working for WBAL as anywhere I’ve ever been.

CP: You’ve been significantly helpful to me in helping me find my voice, encouraging me to pursue the career goals and aspirations I had for myself, understanding that they in fact were attainable, and recognizing how essential authenticity is in this industry. I feel very lucky to have learned this valuable information so early in my career and carry it with me as I venture forward. Which mentors/mentor helped shape you, and gave you that confidence to embark on the amazing journey that’s been your career?

SM: I was fortunate that my one uncle, Bob Masteller, was an amazing mentor to me, because my dad passed early. He would always say, ‘Scott, you need to have a board of directors!’

So, there were several people, some from the business, some from outside the business. My wife, Carol. And a couple of people in the industry, Bruce Gilbert at Cumulus, Rick Scott, the well known sports consultant and then different GM’s that I’ve worked with that have really made an impact on me over the years.

It’s a collection of all those voices, and we don’t always agree, but that’s healthy, and I continue to call on all of them today to help me navigate through different challenges. The more that you can have other people who you trust; that to me is a really good thing.

CP: What would be your advice for someone who is looking to begin their career or grow their career in the radio industry?

SM: It’s just real simple: network, network, network. And then network some more! The more people you can meet, the more relationships you build. And then, when you find somebody you can trust, try to cement that relationship, so it becomes more than just somebody you can connect with on LinkedIn, someone you can reach out to when you have questions, thoughts or ideas.

Those relationships are the key to being able to be successful. The more you can get to know different people, and it may be someone you meet today, that may not do anything for you for five years, but at some point, you may cross paths and that person’s aware of something.. It’s just about meeting different people and that can help you find your voice.

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Blake Thompson Led a Digital Revolution for Dave Ramsey and Ramsey Solutions

“It’s just about reaching the most people where they’re at. That’s how we went about it. We just learned early on to always try to be a step ahead in what’s coming.”

Garrett Searight

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A photo of Blake Thompson, Executive Producer of The Ramsey Network
(Photo: Ramsey Solutions)

In 1996, Dave Ramsey — host of what was then called The Money Game — told SuperTalk 99.7 WTN executives he wanted to nationally syndicate the program. When engineers told him they were too busy to handle the technical aspect, they asked who would handle the syndication. Ramsey pointed to his producer — Blake Thompson — who was in his first week on the job.

Thompson didn’t know it at the time, but that moment would go on to represent much of his tenure at Ramsey Solutions, leading the company into new frontiers.

While maybe not viewed as a usual suspect in the digital media landscape, The Ramsey Network has seen some of the medium’s greatest success in the podcasting and digital video mediums. The Ramsey Show’s YouTube channel features more than 626,000 subscribers. That number pales in comparison to its “Highlights” channel, which boasts just over 3 million.

The company has compiled more than a billion views on YouTube, while simultaneously eclipsing more than a billion downloads on Apple Podcasts.

Blake Thompson was hesitant to take credit for the company’s overwhelming success in the spaces. Instead, he pointed to the message Dave Ramsey and Ramsey Solutions present, and the need to embrace whatever platforms their intended audience uses as the biggest drivers of the content’s success.

“It’s the same mindset of wanting to get to people where they’re at. So maybe a new generation comes up, and they’ve heard about our show because of radio, because their parents listened, or some older generation. The real young generation is starting to come up and they already know about us because of radio, which is so cool to see. But they happen to have a new Tesla that doesn’t have a radio, and they have a CarPlay, or they only use YouTube. They don’t even know what cable TV is,” Blake Thompson joked.

“And so with that mindset, it’s just about reaching the most people where they’re at. That’s how we went about it. We just learned early on to always try to be a step ahead in what’s coming … We try to stay ahead of the industry in with the right context and kind of see where it’s going and try to be a step ahead in planning of production … but now we’ve learned to shift and also spread and disperse more in our distribution department to these other platforms.”

Despite the network’s current success, getting to this point was a series of trials and errors.

“The thing we learned earlier was the format difference. We did, forever, just cut and paste. And when I say that, we did a radio format three hours a day, and then just put those three hours on a podcast Monday through Friday. We just threw up three hours up on YouTube,” Thompson said. “Well, the way you’re measured for success with analytics are just different on those and as time goes, they look at things differently. Where, of course, you want to be on radio all day long, but maybe on YouTube, they’re going more for consumption and how much time is really spent on the content you’re putting up.

“So we really learned that, actually, you could do too much content on some of those digital platforms. On podcast, we were doing 15 hours a week. You normally said ‘That’s great because people are getting all this information.’ But at the end of the day, you’re not having someone sit in their car for three hours. It’s the same with radio. You’re trying to catch up on where they’re at back in the day that we started trimming that stuff down. And we had to learn that we had to do those in different formats or different lengths in order to win in those spaces.”

Ramsey Solutions is actually seeing its digital efforts translate to increased listenership for its terrestrial radio offering of The Ramsey Show.

“The best way to describe it is that they’re going to a Short because they happen to be on YouTube and they see a clip of Dave — even an old clip in the studio — and he hits a felt need with them that we’re doing a good job leading them further down and then they realize ‘Oh, this guy’s on the radio. I just happen to be on YouTube looking on how to fix my car hood. And I see this guy and then I recognize him from a billboard in my market or I’ve heard that name.’

“So in our last survey, we’ve really seen a crazy amount of people who have even come from those digital shorts, or Instagram, or TikTok over into listening to radio,” Blake Thompson shared. “It was neat to see people discovering us in those really short formats on video in other places, and then realize that we’re in their market on radio and tune it in when they’re in their car heading to work.”

One could think that seeing the expansive growth on the podcast and digital video fronts would be a tempting endeavor to chase full-time, leaving behind the show’s radio roots. However, Blake Thompson remained adamant that Ramsey Solutions will continue to be a radio-first organization.

“The fact that we’re still winning there and that we still get testimonies from people who have paid off all their debt, or call in, or come to the lobby to watch this on the glass, it’s still a major thing. We just treat it as equal as any other thing, we kind of have the mindset of whatever we’re doing, we want to be the best at that,” he shared. “We don’t say one thing’s more important than the other.

“Because if you come at it with a mindset that it’s about the people and not the platform and the analytics and just the ROI, and it’s truly about the people, then that’s the way you’ll go about treating radio, treating YouTube, treating Spotify, and treating whatever the new thing is down the line. Radio is just so special to us because it’s what made The Ramsey Show more of a household name. Because that was the original. That’s the way we grew, that was our baby. That’s our mothership.

“So it’s a mixture of me being an old timer here, making sure (new employees) understand that mixed with that, ‘Hey, it’s about the audience.’ So as long as radio’s around — and I’ve had many platforms that have come down the line of ‘That’s going to beat radio,’ and guess what a lot of those are dead and gone, and radio’s still here.”

Blake Thompson has been the right-hand man of Dave Ramsey and his radio network for nearly 30 years. The media world has certainly seen transformative change in that time. And while Thompson freely admits he never saw the company reaching the heights it has, especially in the digital realm, he was quick to point out that Ramsey Solutions has grown into the image its founder had when he launched it decades ago.

“It blows my mind that Dave envisioned the campus we have now, the size of the team we have now, and more importantly, the amount of people affected by the messages in the lives helped and change in the hope given,” Thompson said. “We both started together in a closet doing a radio show here in Nashville at the time, and we would drive 40 miles round trip to go do that show in a little closet studio on the campus of the Opryland Hotel.

“He sold me on this vision because it had happened to him, gone into debt, and doing it the wrong way, that he was called to teach people how to avoid the way he did it. And the phones my first day when I’m in there were lit up. There wasn’t an open line.

“And I didn’t know much about money. I wasn’t taught this stuff in high school … but I saw the need, I understood that it was bigger than just Nashville and that other people needed it, but I never would have guessed that we would have hit a billion downloads on Apple … I had no clue that this was going to be ahead of us, at this size. Dave knew it because it equaled how many people’s lives were changed.”

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Does Anyone Really Think Radio Will Be Helped By the Rise of AI?

The problems facing the media are more about humans than they are about technology.

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A photo of a computer chip labeled as AI

What’s one of the biggest complaints about broadcast radio and television? Too many commercials, right? The interminable wait before getting back to whatever you really want to hear? The stop sets so long that you can’t imagine the client whose spot runs in the middle of the break is getting any kind of value from it?

Then why are some podcast networks doing the exact same thing?

Take iHeartRadio. I listen to some of that company’s podcasts, and they open with several pre-roll spots and promos, insert several more in the body of the show (mostly pre-recorded, not host-read), and close out with the ultimate in useless, several post-roll spots and promos– the show’s over, the goodbyes and see-you-next-weeks are done, and… more spots and promos?  The thing podcast listeners are escaping broadcast radio to avoid? The saving grace is that listeners can fast-forward or skip ahead, but that’s not good for business, either.

Which brings me to the NAB Show. I missed this year’s show for the first time in decades, mostly because nobody was gonna cover my travel expenses, and so I missed this year’s Next Big Thing, which, of course, was artificial intelligence. From what I gather through others’ reporting, AI was everywhere at the LVCC, and everything had some kind of AI component involved. New-ish technology! Revolutionary! This changes everything!

Sigh. This isn’t going to change the things that need to be changed. The problems facing the media are more about humans than they are about technology. As podcasts are repeating the mistakes made by radio, AI-driven operations will only be as good as the people programming, feeding, and operating the platforms.

Radio people, handed podcasting as a new medium, applied their radio way of thinking to it, and so we have a half-hour podcast starting with a thick morass of ads and promos. Give them AI and what are they going to do? They’ll use it to crank out the same tired, personality-free, liner-card-reading content they’ve been doing on broadcast stations, just with fewer (or no) humans involved. They’ll use it to do back-office stuff with fewer (or no) humans involved. Will they do something creative, revolutionary, or different?

What do you think?

Here’s what I’d do: I’d assemble a team of the most creative people I could find, regardless of the medium in which they work. I’d present them with the technology and explain the capabilities. And I’d let them imagine what they could do with it, encouraging them to ignore what’s been done in the past.

Anyone who suggests doing a standard radio show but with an AI-generated “host” would be fired into the sun. Okay, maybe not that, but it would be unacceptable. If the cream of creatives can’t develop new, different, and compelling uses for AI, what’s AI worth to the programming side of broadcast media?

Right, reducing payroll to nothing might buy some companies a couple more years. I get that. But it’s like inventing the airplane and using it as a paperweight. You’re being presented with something a convention hall full of people are touting as revolutionary. If you can’t find a way to use it to lead a revolution, perhaps it isn’t the game changer everyone says it is.

Or maybe you’re not the game changer.

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4 Tips for News/Talk Radio Hosts to Become Essential

Remember this fact: Revenue trumps ratings, dedication, or longevity. Make yourself essential.

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A photo of a microphone

Markets are tumbling. Audiences are segmented. Advertising avenues are growing. If you are a radio host in any format, you must prove that you are valuable.

As I have said over and over again, the worst lie that can ever tell is the one that you tell yourself. So, here comes the definitive guide for being essential and indispensable.  

How Much is Your Radio Show Billing?

You need to know this. You may not be an Account Executive, but your show’s billing is enormously important. Your station’s Market Manager knows this. What is it? Ask your Market Manager this frightening question: “Is the billing good enough?”

Follow up with this even more scary question: What can I do to improve the situation? I have the answer for you.

You are an ambassador for your station and company. Everything that you do in public and quite frankly in your private life reflects your show, station, and company. Are you a good example? I don’t know, are you? Be honest. It’s just you and this article. What is the truth? Bad service at a restaurant, do you tip poorly or yell at the waitress? That sucks if you do this.

I guarantee you this: someone in that restaurant knows who you are. One bad impression spreads like mononucleosis among smooching 13-year-olds. You have someone repairing your car. Are you gracious? You hire an advertiser to fix something in your home. Do you argue over the bill? This can never happen. You must be gracious in all situations no matter if you have been wronged. People gossip like crazy if a “famous” person has been a jackass.

You have been taken on a sales call. How do you behave? A lot of talk show hosts are introverts. A lot of people in programming can only become alive when a microphone is on.

If you are to be considered essential, this must change. Shake hands with the owner, manager, or decision-makers and look directly in their eyes. Not in a creepy way like a stalker of Britney Spears. Smile. Ask questions. Pay real attention to these humans. Ask for a picture with the people you are meeting for your station’s social media. This is really important. You are making them the star. It matters not if they are buyers or not.

You will create an amazing story that these people will share at church, with friends, with fellow business owners, and at the bar. You will create a connectivity that will demonstrate that you are an amazing human being. They will share this picture, guaranteed. You will raise the status of everyone in that picture. Yes, you. The radio star who came to meet with this business that employs people. This business has many loyal customers. You are making a great memory.

Bring Ideas to the Table

Do you have an idea for a sponsored segment or benchmark? Tell your sales manager or market manager that you won’t air this until it is sponsored. Tell that revenue leader that if you can’t get it sponsored, you cannot air it.

Create excitement and opportunity for your Account Executives. Salespeople generally are not that creative. They sell what is put in front of them.

Back in the 90’s when I broke into radio, most market managers had a background in programming. During that time, these individuals had a fundamental understanding of your job. Your current Market Manager likely has very little understanding of your job and the programming department at your radio cluster. You must lead them. To be essential, you must educate them.

Make Sales Calls with Account Executives

Make one day per week dedicated to sales. Become that air talent who is willing to grind for more sales on your show. Come with recommendations.

When you are at a business, ask to be introduced to the owner. Tell that business leader that you love his/her company. Also, explain that you want to share your fandom on the air. Make an appointment to return with an Account Executive. This is a slam dunk for a sale.

Deliver Unforgettable Live Copy

Do you sound like you love the product or service? Are you excited about it? Your listeners will connect with what you love. These amazing people who listen to your show love you! These folks already share your passions, love your personality, and most importantly, trust you. This is sales gold!

The social media age has launched “influencers.” You are a real influencer. It’s not feigned victimhood, whacky stunts, or unreal circumstances. You have thousands and thousands of friends in that audience. By the way, never take it for granted.

You are essential. You mean so much to your audience. Be the face of your radio station, but never believe that you are bigger than the brand that you work for. You are a steward of that brand. Respect and love that brand. Know your place.

Remember this fact: Revenue trumps ratings, dedication, or longevity. Make yourself essential.

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