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Meet The Market Managers: Dan Bennett, Cumulus Dallas

“If you want a big job, you better be able to handle the big responsibility. And it’s not just me. It’s all of my department heads. A ton is expected of us. That’s just the way it is.”

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I think most people in radio wish their career could look at least a little bit like Dan Bennett’s. The man has worked in the same city and same cluster, working his way up for the past 37 years.

Since 1999, he has served as the vice president and market manager for Cumulus Dallas. His cluster includes some of the company’s most valuable brands including three music stations, two news talkers, and the well known Sports Radio 1310/96.7 The Ticket, a sports radio station every bit as important to the history of the sports talk format as WFAN, WIP or any other station in the Northeast.

The well respected Dallas leader cleared some time from his schedule to connect with me to discuss the challenges of building a bench behind legendary talent, the pressures that come with being a company’s top revenue generator, and why you’ll never hear a host on The Ticket talk about a third string running back at SMU. With nearly four decades of success under his belt, when this man speaks, industry people are wise to listen.


Demetri Ravanos: You’ve been involved with The Ticket for a long time and I’ll get into the specifics of that brand, your talent, and lineup later, but I want to start by focusing on program directors. Not just at The Ticket, but all of your stations. You have six brands to look after. When it comes to filling a key role and determining who to place your faith in to lead a brand forward, what do you look for? Does the desire to be in Dallas for the long haul factor into your decision making? 

Dan Bennett: I think that’s really important, and I realize sometimes that people have other opportunities they may want to go and pursue. I think one of the advantages we have is that this is a top five market. Just the other day, they released new market sizes. We’re now number four. Once you get to a top 10 market, you don’t run into the same issues with people wanting to move up and up the way you might in some other places.           

I originally came from the programing side. So I tell all of our PDs up front that I listen to all of our stations a lot. I talk to the PDs all the time about product and content and everything else, because it’s real simple, we’re the company’s biggest market for revenue and the only way we’re going to get there is if we get ratings. You can only do so much with mediocre ratings.          

I meet with our PD’s every week. I also oversee Houston, KRBE there. I mean, I’m really in tune. When I hear outdated promos or outdated commercials or whatever, I’m texting them. When PD’s come here they know and understand that they’re working for a guy who came from the programing side. And you know, I’m really lucky because my team embraces it. I’d imagine that maybe some people out there wouldn’t like that situation, because most market managers come from sales. I’m fortunate in my career that I’ve been involved in both.

We’re here to win and I’m here to help them do that. I always tell them that I just have one rule. That is when I hear a mistake or something that isn’t right, I’ll let you know about it and don’t ever say it came from me. I don’t want the PD to call somebody and say, “Hey, Dan heard you mispronounce this guy’s name” or “Dan heard you with the date of the promotion being wrong”. What I try to do with the PD’s is I try to empower them. 

DR: So is that the way you feel you need to run the building so that you’re comfortable doing the best job that you can? Or if you had a talented programmer at any station who said, “Dan, this is one of the reasons I’m looking for something different is I need to be able to do this on my own”. Is that something you’re open to pulling back on at all? 

DB: Look, every department head, including me, has to be accountable to somebody. What you’re describing is “I don’t want to be accountable to anybody”. And that wouldn’t work. 

DR: That’s fair. 

DB: Even the best PD’s in the country cannot listen to their station 24/7. What I’m here to do is maybe catch something that you didn’t know about and then you can pick up the phone and deal with it. Again, I’m here to be your wingman, not to play a game of gotcha. 

DR: So going back to the idea that people stay with your stations for a long time, let’s talk specifically about The Ticket. I’m sure you saw not just in your city, but across the sports broadcasting landscape the emotional reaction towards Mike Rhyner deciding to call it a career. I believe we’re coming up on two years, right? 

DB: Yeah. You know, when Mike told me he wanted to hang it up, it was right around Christmas. I told him to take two weeks and think about it because I didn’t want him to have a knee jerk reaction. Rhyner is such character that he came into my office, and in that gruff voice of his, he started out by saying “Dan, I’ve been doing a lot of thinking. I’ve lost my fastball.” That was his way of telling me it’s time to hang it up.              

Mike Rhyner, co-founder of 'The Ticket' and a Dallas radio fixture since  the 1970s, is off the air

I believe we’re fair to the air talent. We’ll pay you a good salary, but you’ve got to show up and put points on the board. You know, there’s a lot of people out there that want to go to a big station and make big money. And that’s fine. But you have to do your part and deliver ratings. 

DR: Some of those guys that have delivered ratings for you, The Musers, Norm Hitzges, are going to reach a point sometime down the road where they too knock on your office door and say, “Dan, I think it’s time”. You’ve grown with these guys for so long at the radio station, does that make it harder to think about that day or do you sort of fall back on the old college athletic director stereotype of always having a list of five names available because you never know when you’re going to need to pull it out? 

DB: This is why we’re always developing people, whether that be a producer that gets to pop on the air every once in a while and next thing you know, they’re on the air or more and more and more. I mean, Corby Davidson came up that way. Danny Balis came up that way. 

Shoot, Donovan Lewis, who does the noon show with Norm, he was a board operator who worked for me on KLIF. I’ll tell you how that happened, how we put him on the air. Donovan is one of the best guys in the world and he’s funny. One day I was in the kitchen in the break room and he had about five people around him. He was telling stories and had everybody laughing hysterically. I just sat there and watched this guy who’s a board op, and I remember going to Bruce Gilbert, who didn’t want to do it at the time, and when Bruce left and Jeff Catlin came in as PD, I said “We ought to try this guy, because I think he’s got something. He does stand up in the company kitchen. Plus, he really knows and loves sports. We ought to start just putting him in”. He’s the greatest guy in the world. Everybody loves him. He’s funny and he’s smart about sports.

So we’re constantly looking, whether it is in the break room or in a producer booth or a part time guy on the weekend. Who are we developing for that day when these long term guys decide they don’t want to do it anymore? 

DR: I want to circle back on something you said earlier about being the primary market for revenue generation within the company. Last year, every company, every business went through the challenges of the pandemic. When you have the company’s spotlight on your performance, is there added pressure when the whole industry is facing challenges and everyone is trying to figure this thing out on the fly? 

DB: Well, I mean we’re the company’s number one market for revenue and cash flow. Yeah, it becomes a lot of responsibility. I’ve been the market manager since 1999. I have been here since 1984. That’s 37 years. I mean, I’m used to the pressure. If you want a big job, then you better be able to handle the big responsibility. And it’s not just me. It’s all of my department heads. A ton is expected of us. That’s just the way it is.

I think this is a really good recent example. I needed another sales manager and felt that I needed to make a change on the music side for reasons I won’t go into. I hired Dawn Girocco, she was our market manager in Los Angeles. When we sold KLOS to the Meruelo group, they didn’t keep her. My belief is when you hire department heads, do not hire beneath you. Hire at your level or somebody who is good at something that you’re not.

Dawn had been a market manager in Los Angeles and I hired her to be the director of music sales. I think that that’s how you deal with the pressure, by having really incredible department heads all around you. People fail at this when they hire beneath themselves. That’s absolutely a fact. 

DR: Do you have a vision or blueprint in your mind of what works for an advertising partner in 2021? Do you have a set of trends you can point to, whether it’s Ticket clients or clients at any of your other stations, that you can say “This is what our most successful advertisers are doing. So I know it works across the board”? 

DB: Yeah, I do. It’s the association with our talent who have been there many, many years. I mean,  the average person on The Ticket has been there for like 22, 23 years.

Getting an endorsement now is way more than a live spot on the air. Now it’s social media and many times it’s a video. It’s a pre-roll video. It’s all these other things that your business can align itself to thru a personality. It isn’t any different than a GEICO ad. Look at all the different famous people that do GEICO ads. We have really well known local people. I will tell you, our music stations have more endorsements by the talent than any music station in town.

Geico commerical is play on 1993 hit song Whoomp There It Is - Learn more  about the ad

I think our talent is the number one asset that we can offer our clients, whether it be through an endorsement, an appearance, or due to the ratings they generate on the radio station. Even if you don’t have a Norm or Donovan doing your endorsement, the fact that your spot is on during our show gives you a better shot at making sure that the commercial works. I just think our best asset is our on-air talent. I really do. 

DR: So you talked in there about the idea of an endorsement not just being the live read anymore. And that sort of dovetails into something that I’ve been thinking about a lot across the board, not just with The Ticket or your cluster. Is there any sort of consistency that has developed in terms of trying to get a new client on air? Before it was very much about the personal approach. But now I wonder how much of it is just selling the idea of radio as opposed to all digital or any sort of other new media that there are always deals and plenty of options to get in on? 

DB: Well, we sell the concept of radio, your base buy and why. It really is involved in selling it in combination with digital. We try every time we go out to combine the two. Some people buy it on that. Some people don’t. When you can take two different mediums like digital and radio and even some of the podcasts that our guys do and combine them all together, then you have a consistent message, which is important. Then you can make it all work in concert with one another, and have a better chance of being successful. I think radio is doing a better job of embracing this thing called digital, but not by selling it and abandoning radio, but by making them run in concert with one another. 

DR: Let me ask you about the social side for a minute, because part of my job with Barrett Sports Media is studying brands all over the country. I would say, looking at social, The Ticket is a little less active than most major market stations. I wonder, is that something you want to see improve or is that a strategic choice on your part? 

DB: Do you mean in terms of the advertiser and being incorporated into our social media? 

DR: Not just that. I mean just the amount of content you guys put out on social. 

DB: Well, yeah. Quite frankly, Jeff Catlin and I have talked a lot about this. I think we need to do more of it. 

We’ve got a guy that we hired on The Wolf, Jason Pulman, to do afternoon drive. It’s a heavy personality show. The guy is just entrenched in social and the amount of ratings he’s been able to generate in four months has been unbelievable. So I think that’s probably an area that we can improve and do more of. I think you’re going to see that elevated over the next three to six months.

We’re always looking at ourselves and asking, “if you were a competitor to us, how would you come at us?”. You know, we can’t get so full of ourselves that we think we can’t get beat. Everybody can get beat somehow.

DR: Honestly, that’s why the question was, is it a strategic choice? Because I’m not even sure that it is incorrect necessarily, because one of the things that I’ve been thinking about a lot over the last year is that not everybody in the industry has had success selling digital products. Maybe they’ve had success selling it as part of a package with on air. But I’ve often found myself wondering if, as an industry radio has put more focus on digital than it is ready to at this point. 

DB: You’ve got to be careful. I’ll give you a perfect start. Believe me, we are focused on digital. We’re focused on selling it. However, in the last Miller Kaplan in the market, this is the whole market, 83 percent of all the revenue was still spot revenue. So, the careful thing there is don’t take your eye off 83 percent chasing some other shiny object.

That’s why any sales presentation really needs to incorporate both. Look, social and all that, that’s great. Whatever the air talent do, that’s great, but if the content that comes through the speakers isn’t good, I mean, you can promote on social media crappy content and they’re not going to listen to it. That’s why you’ve got to watch all of it, because it’s not just one thing. It never is.

DR: I’d love your insights on the growth of Dallas as a sports radio market. You guys have remained this behemoth even as challengers have arisen. 105.3 The Fan has tightened the race, but you’re no stranger to local sports radio competition. There’s never been a moment where another sports/talk station could say ‘we’ve firmly put The Ticket in the rearview mirror’. What do you attribute that to? 

DB: One of the most important things is to always keep your feet firmly on the ground and not get full of yourself. We’ve all had bad books or books where there was a hiccup or whatever.

I do think one of the things that is dramatically changing, and I think Covid had a big effect on this, is the way people consume radio and sports radio. Many times you are listening through your phone. Most guys nowadays don’t have a clock radio on their nightstand. They get up in the morning and they stream The Ticket. The last book, 50 percent of The Ticket’s ratings were coming from streaming. A contact of mine at Nielsen said that there is no radio station in America that comes close to that.

So many of these men that listen to us had to work from home. And here we are a year later and still 50 percent is being consumed on stream. I mean, that’s changed dramatically. That’s why a station like The Ticket is total line reporting. We did that in October and it’s been a big help. 

DR: What’s funny is you talked about most guys not having a clock radio in their house anymore. I’ve got an 11 year old daughter and we have just sort of gone through the fight of you cannot sleep with your iPad and phone in your room anymore. We went out to buy her a clock radio and found very few clocks include a radio anymore. I mean, it’s so crazy that alarm clocks, it seems, are very much embracing the idea that this is not where people listen anymore. 

DB: You’re right. That’s why we’ve got to be accessible. Any of the platforms like Alexa that we’re available on, we have to be sure that we’re able to count those ratings. Before we went to total line reporting, we weren’t able to do that.             

How to Add Skills to Alexa in 3 Different Ways

Here we had a whole bunch of listening sitting over on our stream, but we weren’t able to count any of it. Of course, when you go to do that, you know Nielsen is going to charge more money. But we made that decision and it was the right one for us. 

DR: We recently ran this piece on the strategy of selling news stations and sports stations as a combo, and received a lot of feedback from all over the country that it’s now harder than ever before because there are so many advertisers that view news talk radio as the the shining example of the divide in this country. Some feel being associated with it, whether you mean to or not, means that you’re choosing sides. Are you seeing that in Dallas? 

DB: Yeah. The thing is when we had Rush Limbaugh, we would have certain, mainly national advertisers that wouldn’t want to run on his show. We have two teams. We have a news, talk and sports team, and we have a music team on our sales staff. However, if a music seller has somebody that wants The Ticket and there’s nobody calling on that account on the news/talk/sports side, they can go over and sell it.

There is a bit of that with conservative talk radio. There’s always going to be, but I think it was more of a national issue and more about Rush Limbaugh than anybody else. 

DR: Really? I’ve been critical of of news talk because I think one of the format’s failings is that for so long, programmers were just looking for the next Rush. Even though he’s no longer with us, there are still plenty of clones doing a similar show. It’s interesting to hear that for the most part, what you saw was specifically with Limbaugh. 

DB: Most of the pushback that we have gotten is from national accounts. Now, I am not going to tell you who, but we have a car dealer in this town. It’s a big one. They won’t advertise on The Ticket because of the content. 

DR: Interesting. 

DB: Yeah, they think there’s too much innuendo and guy talk and discussion about the sophomoric things that oftentimes get brought up on a sports station. They just won’t do it, and they’re a big advertiser. So, it can happen on the sports side, too, when somebody doesn’t want to be associated with something that they deem not appropriate.

I think on the news talk side, and boy, we’ve really worked at this, the biggest problem is that so many of the talent want to get on the air and jam their agenda down your throat rather than playing the hits. We had to have some pretty intense meetings with a couple of people on the air on our news talk stations. I said, “you’re jamming your agenda down people’s throats and you’re trying to change their minds”. When people are 40 or 45 or 50 or 55 years old, you’re not going to change their political sway in one way or the other. The best thing you can do to attract a bigger audience is play the hits.

Just like in sports radio, when Dak Prescott blew out his leg, that was the story. If you’re on the air in this town and you aren’t talking about what happened in yesterday’s game to Dak, you’re not playing the hits. I think a lot of these news talk shows just totally quit playing the hits, and they wanted every day to jam a political agenda, that’s part of why I think news talk struggled.

We had to make some real fundamental changes with a few of our talent to start playing the hits or this wasn’t going to work anymore. Fortunately, we’ve made a lot of progress.  

DR: You brought up the advertiser that objects to what you called the sophomore nature of The Ticket. I do feel like I need to ask you, you’ve got this great bit on The Musers of the Fake Jerry Jones that sometimes performs better than the real Jerry Jones calling into the competition. You have been with the station through its whole run. There has to be a moment that you can point to and say “that is when I knew our approach to sports radio was perfect for this market”. 

DB: I was at Susquehanna. We bought The Ticket in 1996. I’ll just say somebody in the company said, “well, we need to change those guys and talk about real sports”. And I said, “no, no, no, no, no. You don’t understand. They’re on to something, and what we’ve got to do is we have to champion it, encourage it, support it”.

Look, if you’ve ever gone to a game with a group of guys, just think back in your life. One time we took a group of clients to a Mavericks game in San Antonio. And at the time, I was probably in my mid 40s. You know, it’s a bunch of guys and everybody’s married and we’re on this trip and it was just clients. It was everything from a discussion about the game, to who’s going to go get the next beer, to “Oh my God, look at what just walked right outside of the arena!” and they’re pointing at some attractive woman.

Guys don’t sit around and just talk about sports statistics all day. They talk about every aspect of sports, which includes the camaraderie, the game, the crazy people in the stands, the next beer. I think what The Ticket tapped into is the mindset of the ideal listener. They’re not so myopic in their view about sports. The people who fail at this or the people that, get on the air and want to talk about the third team running back for SMU. Well, I’m sorry, but nobody cares. I think what our guys have done is they’ve tapped into what men really talk about.

Kind of an interesting example is my wife. She grew up with four brothers. She was the only girl. She loves The Ticket, is a P1, listens every morning. Okay, so why is that? Well, because she grew up with four brothers and understands brother humor and gets it. You know what’s interesting? When I run into women who don’t like it, many times they are women didn’t grow up with brothers.

Hosts from The Ticket's start reflect on its origins 20 years later

The Ticket tapped into how guys think, how guys act, what guys want to talk about, and they’re just really in tune with the demo. That’s why The Ticket has been a success. We aren’t so myopic that all we do is talk about serious sports, but a lot of these sports stations, that’s what they do. They don’t get it. 

What they do is they go out and hire a sports writer. Well, I can tell you, I’ve tried that. I’ll tell you, most of the time it doesn’t work. You’d be better off hiring a guy at the end of the bar who holds court every night and and talks sports. Hire somebody like that. 

Barrett Blogs

Would Local Radio Benefit From Hosting An Annual Upfront?

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How many times have you heard this sentence uttered at conferences or in one of the trades; radio has to do a better job of telling its story. Sounds reasonable enough right? After all, your brands and companies stand a better chance of being more consumed and invested in the more that others know about them.

But what specifically about your brand’s story matters to those listening or spending money on it? Which outlets are you supposed to share that news with to grow your listenership and advertising? And who is telling the story? Is it someone who works for your company and has a motive to advance a professional agenda, or someone who’s independent and may point out a few holes in your strategy, execution, and results?

As professionals working in the media business, we’re supposed to be experts in the field of communications. But are we? We’re good at relaying news when it makes us look good or highlights a competitor coming up short. How do we respond though when the story isn’t told the we want it to? Better yet, how many times do sports/news talk brands relay information that isn’t tied to quarterly ratings, revenue or a new contract being signed? We like to celebrate the numbers that matter to us and our teams, but we don’t spend much time thinking about if those numbers matter to the right groups – the audience and the advertisers.

Having covered the sports and news media business for the past seven years, and published nearly eighteen thousand pieces of content, you’d be stunned if you saw how many nuggets of information get sent to us from industry folks looking for publicity vs. having to chase people down for details or read things on social media or listen to or watch shows to promote relevant material. Spoiler alert, most of what we produce comes from digging. There are a handful of outlets and PR folks who are great, and five or six PD’s who do an excellent job consistently promoting news or cool things associated with their brands and people. Some talent are good too at sharing content or tips that our website may have an interest in.

Whether I give the green light to publish the material or not, I appreciate that folks look for ways to keep their brands and shows on everyone’s radar. Brand leaders and marketing directors should be battling daily in my opinion for recognition anywhere and everywhere it’s available. If nobody is talking about your brand then you have to give them a reason to.

I’m writing this column today because I just spent a day in New York City at the Disney Upfront, which was attended by a few thousand advertising professionals. Though I’d have preferred a greater focus on ESPN than what was offered, I understand that a company the size of Disney with so many rich content offerings is going to have to condense things or they’d literally need a full week of Upfronts to cover it all. They’re also trying to reach buyers and advertising professionals who have interests in more than just sports.

What stood out to me while I was in attendance was how much detail went into putting on a show to inform, entertain, and engage advertising professionals. Disney understands the value of telling its story to the right crowd, and they rolled out the heavy hitters for it. There was a strong mix of stars, executives, promotion of upcoming shows, breaking news about network deals, access to the people responsible for bringing advertising to life, and of course, free drinks. It was easy for everyone in the room to gain an understanding of the company’s culture, vision, success, and plans to capture more market share.

As I sat in my seat, I wondered ‘why doesn’t radio do this on a local level‘? I’m not talking about entertaining clients in a suite, having a business dinner for a small group of clients or inviting business owners and agency reps to the office for a rollout of forthcoming plans. I’m talking about creating an annual event that showcases the power of a cluster, the stars who are connected to the company’s various brands, unveiling new shows, promotions and deals, and using the event as a driver to attract more business.

Too often I see our industry rely on things that have worked in the past. We assume that if it worked before there’s no need to reinvent the wheel for the client. Sometimes that’s even true. Maybe the advertiser likes to keep things simple and communicate by phone, email or in-person lunch meetings. Maybe a creative powerpoint presentation is all you need to get them to say yes. If it’s working and you feel that’s the best way forward to close business, continue with that approach. There’s more than one way to reach the finish line.

But I believe that most people like being exposed to fresh ideas, and given a peak behind the curtain. The word ‘new’ excites people. Why do you think Apple introduces a new iPhone each year or two. We lose sight sometimes of how important our brands and people are to those not inside the walls of our offices. We forget that whether a client spends ten thousand or ten million dollars per year with our company, they still like to be entertained. When you allow business people to feel the excitement associated with your brand’s upcoming events, see the presentations on a screen, and hear from and interact with the stars involved in it, you make them feel more special. I think you stand a better chance of closing deals and building stronger relationships that way.

Given that many local clusters have relationships with hotels, theaters, teams, restaurants, etc. there’s no reason you can’t find a central location, and put together an advertiser appreciation day that makes partners feel valued. You don’t have to rent out Pier 36 like Disney or secure the field at a baseball stadium to make a strong impression. We show listeners they’re valued regularly by giving away tickets, cash, fan appreciation parties, etc. and guess what, it works! Yes there are expenses involved putting on events, and no manager wants to hear about spending money without feeling confident they’ll generate a return on investment. That said, taking calculated risks is essential to growing a business. Every day that goes by where you operate with a ‘relying on the past’ mindset, and refuse to invest in growth opportunities, is one that leaves open the door for others to make sure your future is less promising.

There are likely a few examples of groups doing a smaller scaled version of what I’m suggesting. If you’re doing this already, I’d love to hear about it. Hit me up through email at JBarrett@sportsradiopd.com. By and large though, I don’t see a lot of must-see, must-discuss events like this created that lead to a surplus of press, increased relationships, and most importantly, increased sales. Yet it can be done. Judging from some of the feedback I received yesterday talking to people in the room, it makes an impression, and it matters.

I don’t claim to know how many ad agency executives and buyers returned to the office from the Disney Upfront and reached out to sign new advertising deals with the company. What I am confident in is that Disney wouldn’t invest resources in creating this event nor would other national groups like NBC, FOX, CBS, WarnerMedia, etc. if they didn’t feel it was beneficial to their business. Rather than relying on ratings and revenue stories that serve our own interests, maybe we’d help ourselves more by allowing our partners and potential clients to experience what makes our brands special. It works with our listeners, and can work with advertisers too.

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BSM Writers

Brandon Kiley Doesn’t Pretend To Be Someone He’s Not

“There was a time where the audience probably said, this guy isn’t a St Louisan. But this is home for me now and I’ve adopted it.”

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There must have been something about Brandon Kiley that everyone saw as a young aspiring sports radio host. Nick Wright saw enough to bring him to Houston at SportsRadio 610 as an intern for a summer. Will Palaszczuk saw enough to urge him to apply for his old job in Columbia, MO at KTGR. Ben Heisler saw enough to know he’d fit perfectly with Carrington Harrison in afternoon drive at 610 Sports in Kansas City. 

Maybe you can chalk it up to Kiley being able to make such great contacts. Or maybe it’s just that he was supremely talented at a young age. Odds are it’s a combination of both. But he was destined to be a sports talk host somewhere, it just turns out he’s having success over the air in a city he never imagined he’d work in. 

A Kansas City kid, Kiley knew at 16 years old he wanted to be a sports radio host. He was even more sure of it when he started doing college radio at Mizzou. But it was in Houston where he got his real taste of what sports radio was like.

“I went to 610 in Houston for the morning show with Nick Wright,” Kiley said. “He basically just assigned me as an extra producer. We had known about each other through Twitter and I had a little bit of a relationship with him beforehand. I think he knew I was willing and able to take on more tasks than a typical intern would usually do. Essentially, I became an extra guest booker, cut audio for them, and came up with topics at night. It was like he had an extra producer for the summer and it was my first real experience doing something like that.”

Imagine the confidence he left Houston with as he traveled back to Columbia for another year of college at Mizzou. Few, if any, on campus could have claimed the kind of summer Kiley just had. He parlayed that experience into a once-a-week show at KCOU, the student radio station. The following semester, he pitched the idea of doing a daily show

“I told them I’d take any time slot available,” Kiley said. “The one that I got was the very glamorous 6-7 am time slot. There weren’t a whole lot of college kids that wanted to wake up that early every morning. I ended up having a rotating cast of co-hosts and it ended up being super valuable because I learned how to work with a lot of types of personalities.”

He excelled as a host and found his style behind the mic, and soon after, he got his first big break. In March of 2014, Will Palaszczuk contacted Kiley and told him he was taking another radio job outside the market. The two knew of each other, seeing as both were in Columbia and covering the same games in town. Palacsuk told Kiley he needed to apply for the spot he was leaving at KTGR.

“There was literally one sports station and one sports show in town and it was that one,” Kiley said. “I applied to him the previous semester and said, hey man, if you guys have anything available I would love to come work there. It just so happened he got a job elsewhere and he called me up and said, ‘Hey man, I don’t know what your plans are, I’m about to take another job and they’re going to post my job available. I don’t know if they’re going to make it a producer or co-host gig, but I think you should apply because I think you’d be good at it’. Will’s good work helped a ton in terms of me landing the gig. I graduated and told them I wanted to make it full-time.I was essentially a producer and co-host for the afternoon show. I never even applied anywhere outside of Columbia”

For two years, Kiley stayed at KTGR and covered the Missouri Tigers. He was fresh out of college and living in a college town doing what he loved in his early 20’s. It wasn’t a bad life. But one night in Columbia changed his entire professional career. It just so happened it occurred on the rooftop at Harpo’s, one of the most well-known establishments in town.

“My roommate at the time, we both worked at the radio station in Columbia,” said Kiley. “He worked at the hit music station and I worked at the sports station. We all went out one night at Harpo’s and he said, ‘Hey, I just want to let you guys know I’m getting out of radio and moving to Kansas City.’ I was like, oh shit, what am I going to do? Our lease was up in two months, so the timing worked out well and I was looking at Barrett Sports Media looking where I could go next.”

“My girlfriend at the time, now my wife, was from St. Louis and there was a job available there. I had always thought, that’s not a place I want to live, why would I ever want to live in St. Louis? They didn’t have a football team, it just didn’t seem like a great fit for me. But my buddy tells me he’s moving and I’m like, St, Louis it is! That night I ended up applying for the job and got a call back from Chris “Hoss” Neupert, who at the time was the PD here, and asked if I would be interviewed with him and Kevin Wheeler, whose show I would be producing.”

So off to St. Louis he goes. For three and a half years, Kiley embraces his new city and tries to work his way up at 101 ESPN. 

But the Kansas City kid felt a pull back to his hometown. Oddly enough, Ben Heisler even reached out to tell him he was leaving the station to pursue another opportunity in sports. It felt like the perfect time to pursue his dream of doing sports radio at the station he grew up listening to.

“I’m from Kansas City and grew up listening to 610 Sports Radio,” Kiley said. “A guy I listened to growing up was Nick Wright. I also listened to a bunch of Carrington Harrison, Danny Parkins and Ben Heisler. Those guys had what I consider one of the best shows in Kansas City sports radio history. I got to know them through Twitter and Heisler sent me a text. He knows I’ve always been interested in moving to KC. He tells me he’s about to get out of radio and into more fantasy football stuff and his job is going to come open.

“I had applied for multiple other jobs in KC over the years and had never gotten any real consideration. When Heisler left, I knew Carrington and thought this might work out. I ended up getting in contact with their PD Steven Spector and it felt like a real opportunity. I got what I considered to be my dream job, producing in the afternoons and hosting a Saturday show at 610 Sports. I thought, what could there be more in life than this? This is the best.”

But life happened and he had to make a decision around three months after moving to Kansas City.

“2-3 months later it became clear, it was going to be difficult for my girlfriend, now wife, to move to Kansas City with all of the family ties she had in St. Louis,” said Kiley. “It was the decision of, do you stay in Kansas City and chase the dream or do we alter the dream, in terms of the job, and see if there’s anything in St. Louis?”

He never thought his best years and most successful years as a sports radio host would come in St. Louis but they have. It’s a city he loves and he’s worked hard in hopes it will love him back. But he’s also not going to pretend to be someone he’s not. Though it can sometimes be hard for St Louisans to accept someone that’s not from there, Kiley doesn’t act like he attended World Series games in 1982, listened to Jack Buck growing up or watched Kurt Warner at the Edward Jones Dome. He’s himself.

“That wasn’t my love and I can’t pretend that it was,” said Kiley. “Have there been times, especially early on where that was a potential issue for me? Yeah it was. There was a time where the audience probably said, this guy isn’t a St Louisan. But this is home for me now and I’ve adopted it. It does in a lot of ways remind me of Kansas City, where if you take the time to know what the soul of the city really is, in terms of sports, I think people can appreciate and respect it.”

Kiley doesn’t hold on to his Kansas City roots on the air, in terms of the topics he talks about. He’s a Chiefs fan and even writes for Arrowhead Pride, but he’s not going to talk a lot about the Chiefs in a city that doesn’t have an NFL team. He’s also a Mizzou grad and talks about the teams on Rock M Nation, but again, he’s rarely, if ever, going to do several segments a day on the Tigers. Instead, he knows the audience wants to hear about the Cardinals. Blues talk is clearly next in line. Everything else falls down the order if not off of it completely. 

Kiley grew up watching baseball, so he can easily break down what issues the Cards’ offense may be having in the middle of May, but hockey was different. He didn’t grow up around the game and the transition to having in-depth conversations on the Blues was a more difficult task. 

“When I came here the first time it was during the middle of a Blues’ playoff run. At that time I was just plopped into this thing, and I didn’t know shit about hockey. I had probably watched about 10 hockey games in my entire life. I’m looking at Kevin Wheeler like, I’ve got to be honest I don’t have a lot on hockey I’m going to be able to help you with. If you could help bring me along with it, that would be great. Over the years I’ve been able to take it in. I used to host a show with Jamie Rivers, who’s a former Blues player. If you told me five years ago I’d be able to do that, much less enjoy doing that, I would have said you’re out of your damn mind.”

Whereas most sports radio shows in football markets are searching for content to help fill segments, this is one of the sweetest times of the year for Kiley and everyone at 101 ESPN. The Blues are deep in the playoffs and the Major League Baseball season is underway. His show BK and Ferrario covers it all every weekday from 11 am – 2 pm. 

Kiley never thought this would be his life, but he loves what he’s built in St.Louis and doesn’t give off the vibe he’s looking to leave anytime soon. He’s a great example of someone who didn’t pigeonhole himself into just one market. He was willing to look outside of his hometown and has found true success. 

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Will Middlebrooks Has Been The Breakout Star Of The Red Sox Season

“If I was going to work for an organization or a regional sports network, why not the Red Sox, for someone that I’m actually a fan of?”

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The Boston Red Sox experience in 2022 is just different. In every way.

The team has struggled out of the gate. They certainly aren’t the team that was two wins away from the World Series last year.

Fenway Park doesn’t even accept cash anymore.

But it’s not just that the Red Sox are different on the field or at the ballpark – they are different on television too.

When loveable, longtime Sox broadcaster Jerry Remy died in October 2021 at the age of 68, we knew that consuming the Red Sox on TV would never be the same.

There is no replacing Jerry Remy. One person can’t do it. No way.

And the fans know it.

The bosses at the NESN know it too. They haven’t tried to replace Remy on the broadcasts with just one person. 

In fact, they’ve brought in several new people to the broadcast team. A group of people just rotating in, giving viewers a different experience and a different perspective every night. 

They’ve added former Red Sox players Kevin Youkilis and Kevin Millar to the broadcast booth roster. They’ve added Tony Massarotti of 98.5 The Sports Hub as well.

And in the pre- and post-game studio, they’ve taken a similar approach, which is an extension of previous years, mixing and matching host Tom Caron with a slew of former Red Sox players including Jim Rice, Tim Wakefield, Ellis Burks, Lenny DiNardo, and former Sox infielder Will Middlebrooks, who will be in the studio for about 40 games this season.

I think that NESN has found a formula that works. It’s been fun and informative – and different. In a year that serves as a constant reminder of what’s been lost as a viewer, it’s refreshing to realize that these broadcast teams are giving you something gained.

A star is born.

When I mentioned to Caron that I wanted to write a piece on Middlebrooks, he said: “He’s a rising star.”

And it’s easy to see why he feels that way.

Will Middlebrooks is young (33), accessible, opinionated, active on social media, and he has the playing resume to legitimize his point of view.

But it took some real coaxing to get into the business in the first place. After a devastating leg injury ended his playing career in 2019, Middlebrooks was unhappy.

“I sat around and sulked and was angry about it for about three months,” he said. “And my wife, Jenny (Dell), finally said, ‘You need to get off your butt and do something, find not just, work, but find something you’re passionate about again.’”

He didn’t know at that time that he was passionate about media work, but Dell, who works for CBS Sports, volunteered him to do a show at CBS Sports HQ in Ft. Lauderdale, near where their family resides.

“She said, like it or not, you have a show in three days. You’re going to try it out, and if you’re good at it, they’re going to hire you,” he recounts of their conversation. “I was like, I don’t want to do it. I’m not ready to talk about baseball. I hate baseball right now. I just have such a bad taste in my mouth from everything that happened over the past year.”

But that didn’t deter Dell from pushing her husband to take the chance.

“She said, well, I don’t care. I already told them that said you would do it,” he says. “So she kind of threw me to the wolves, but for the best. And I went in and I gritted my teeth and just got it done and then talked baseball. I did it a couple of more times and they said, ‘Hey, you’re decent at this. We’re going to hire you on for a year!” “And here we are, I’m four years into it,” he joked.

And over those four years, Middlebrooks has ballooned into one of the most recognizable follows for baseball fans. In addition to working at NESN and CBS Sports, he’s also one-half of the Wake and Rake podcast, has appeared on ESPN Radio, has done color commentary for college baseball, and has more than 155,000 Twitter followers.

Resonating with Boston 

When I ask Middlebrooks about landing the NESN gig for 2022, he beams through the phone. He says he wanted the challenge of working in Boston and he welcomed the opportunity to expand his media footprint.

It’s evident that he loves the Red Sox – and the city of Boston. How couldn’t he? He made his Major League debut with the organization, played parts of three seasons with the team, won a World Series with the Sox, and met his wife in the city.

“If I was going to work for an organization or a regional sports network, why not the Red Sox, for someone that I’m actually a fan of?” he said. 

While it’s clear that Will loves Boston, and it’s clear why NESN loves him, what needs more unpacking is the attachment that the Red Sox fans have to him considering he spent just those three seasons there and doesn’t live in New England full-time. 

Middlebrooks can’t quite figure out why the people of the region hold him so close, but he does have a good hypothesis.

“I think that if I left anything, it was people saying, ‘well, he played hard. He gave everything he had,’ he said. “And I know that’s really important in Boston, just the blue-collar mentality of ‘keep your head down, work, play as hard as you can, even if things aren’t going well, just bust your butt and be a good teammate and all that.’”

But there just may be something else at play.

“I think a lot maybe had to do with when the marathon bombings (2013) happened…I’m pretty outspoken on social media about that stuff and with my teammates, we all rallied around each other,” he said. “I think I was just lucky enough to be a part of a team that was really special to everybody in Boston. So they embraced me after that.”

The Family Dynamic 

Dell has been in sports media for more than a decade as a host and sideline reporter for CBS and NESN before that. She knows the business and its nuances. She understands when and how to look at the camera and when and how to ask questions of athletes. She knows the expectations of her husband’s current employers. She’s undoubtedly a great resource to have.

But as Middlebrooks finds his own footing in the business, and as his star grows, what is that dynamic like? She has the answers to the tests already, but how does he balance using that resource versus figuring things out on his own?

“I’m very open to anything she has to say,” he said. “I’ll come out of my office, like, ‘Hey, that was pretty good!’ And she’s like, ‘Yeah, it was good…but…”

“She always has something, and at first it used to really annoy me, because I’m like, man, I thought I was doing really good,” he said. “And she’s like, ‘No, you are doing good. I’m just trying to help you get to that next level. There are just little things here and there that you don’t know.’ And as a competitor, it’s really frustrating. But you know, after a couple of minutes I walk away, I’m like, you know what? I’m really appreciative to have that access to someone that can help.”

What’s Next?

At such a young age with such already vast experiences, it seems plausible that even bigger media steps could be in play for the former infielder. I asked him if he has a goal he’s working towards. Sunday Night Baseball? The MLB Network? Something else?

“One thing I’ve really learned is to not look too far down the road and kind of just live in the moment and enjoy the moment,” he said. “I’m really happy with being with with CBS and with NESN, and within that umbrella, of course, I would like to grow. Does that mean in the booth? Does that mean more games pre and post? Sure I’m up for anything where they want me, because what I’m doing right now, I feel like is a dream job outside of playing and I’m so happy with it.”

Middlebrooks has been on the NESN broadcasts all week and will continue through this weekend as the Red Sox host the Mariners in a four-game series.

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