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Howard Simon Just Wants To See Somebody Win

“I can’t stand losing. I’m tired of it.”

Tyler McComas




The people of Buffalo are tired of losing. The Music City Miracle, 47 Wide Right, No Goal, those are just a few of the agonizing moments that have kept the Bills from winning a Super Bowl and the Sabres from a Stanley Cup. But there’s a belief in sports radio that the teams you cover need to be either really good or really bad, since both create storylines. It’s the mediocre seasons that causes the fans and listeners to lose interest. 

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But not every show host believes in that theory. Howard Simon, co-host of Howard and Jeremy on WGR 550 in Buffalo is one of those that doesn’t. Much like his listeners, he’s tired of losing. Though the rest of the country might look at Buffalo affectionately with all the sports misery they’ve suffered, a 17-year playoff drought for the Bills doesn’t equal a giant payoff for local sports radio. 

“I really don’t know who says that,” said Simon. “If it’s a sports talk show host I’d love to meet them because I can’t stand losing. I’m tired of it. I kind of kid here, but maybe Boston sports talk show hosts are bored? I have no idea. I would much rather talk about winning teams. The early 90s around here with the Bills were fantastic. 

“Nobody wanted to talk about a playoff drought from 2000 to 2017. We got tired of it and we got tired of being reminded about it. We got tired of bringing it up every year at training camp. Coaches and GM’s getting fired every three years, quarterbacks changing, that sucks. Sure it gives us great shows and quarterback discussions are always fascinating when there’s a controversy, but no, I don’t think it bonded anyone together. If anything we get tweets every now and then from people who feel sorry for us because we have to talk about the Bills and Sabres. I kind of look at us as therapeutic, like a communal psychiatrist. We’re just like a bartender. You go to the bar, you get a drink and you spell your woes to them about how bad your teams are. We allow people to vent and cheer. If you need someone to be with you in your time of need as a sports fan, we’re there. Because we’re going through all the sports stuff with them.”

Simon has been with WGR since 2004, which serves as the flagship for both the Bills and Sabres. In this Q&A we cover if Bills fans are as crazy on the radio as they seem on the internet, how the station handles training camp and a whole lot more. 

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TM: So you’re the flagship of the Bills. Obviously, the recent past hasn’t been easy for this team. Are you able to accurately describe the pain that fans are feeling and be critical about decisions made by ownership on the air? 

HS: If you’re wondering if we’re given a directive to go easy because were the flagship, no. In fact, quite honestly, there’s been more bad than good here. During the Bills’ drought, if we thought a coach was bad, we said they should fire him. If we thought a GM was bad, we said they should fire him. If they had a draft pick we didn’t like, we’d be outspoken about it. We just always speak our opinion.

That’s the nice thing about our bosses, they’ve never once said to us that we can’t say things because were the flagship and our contract is almost up. Last year‘s hockey season was one of the worst in franchise history, so we’re not going on the air to sugarcoat that. We said the coach should be fired and he was. If the team is really bad, we’ll say they’re bad. Fans are smart and they see through that stuff. It comes down to credibility and you have to have it at the end of the day.

TM: So when the Sabres are bad, I’m going to guess you find yourself going deeper on the Bills earlier than normal. When that’s the case, is it tougher to keep it fresh since you don’t have a hockey team to steal the big stories of the day during the winter?

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HS: Well, yes, but the good news is we’ve had a lot of practice. There’s been plenty of hockey seasons that crapped out January 1st or February 1st. The thing I think around here, and this is getting back to how passionate people are around here about football, it’s become a 12 month a year thing. More than any other sport, as soon as you get done with the season you start talking about the combine in February. Right after that, you talk about the free agency period. Right after that, you dive into a month and a half of NFL Draft. After that, you dive into rookie minicamp, OTA‘s and mandatory camps. So usually there’s always something to talk about with football. It’s not really hard for us, if the Sabres are playing well, that’s great. But if not we have to get a little creative.

TM: Is there a third-biggest team in town? 

HS: Honestly there’s no clear-cut answer. It really is a Bills and Sabres town. We don’t consider ourselves a satellite Toronto market. I guess if you want to pick baseball there’s more Yankees fans in Buffalo than any other Major League Baseball team. From a basketball standpoint it’s a mixed bag. This would not be considered a secondary Raptors market. It’s very Bills NFL and Sabres NHL centric.

TM: Bills Mafia videos during tailgates have really taken a life of their own. Does that craziness shine through on the call line?

HS: I grew up in New York so I listened to New York talk radio when I was growing up. I worked in Toledo and listened to Detroit talk radio when I was there, so in terms of craziness, I don’t think anybody would top New York or even Philadelphia. I think the fans here are mostly like other fans, they are very passionate. Maybe it’s a little bit different here because we’re talking about a city that has two major professional teams as opposed to New York City having eight, Philadelphia having at least one in every single pro league, Boston has a bunch, but there’s no MLB or NBA team here. So maybe the fever is a little higher.

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Maybe the intensity and pressure is a little greater on the Bills and Sabres because you don’t have a third and fourth professional team to help you out if you’re struggling. In terms of the people that are calling our station, you get your occasional crazy caller but I think that happens in every talk market in the country. People aren’t calling us as they’re jumping into a table. They’re passionate fans and I think they enjoy the crazy fans label they get but it’s not like crackpot is calling all the time.

TM: With Bills training camp being in Pittsford, New York (A little over an hour from Buffalo) how are your shows covering training camp? 

HS: We have a Bills beat reporter and he’s also the sideline reporter on the broadcast, so he’s out here. When the Bills are there, he’s out there. As far as the shows, it depends what their practice schedule is. If they’re practicing in the afternoon, the afternoon show will do their show live from camp. We have seven shows here from camp. Seven morning practices during the week so we’re here for those seven shows.

TM: Though it may cost money and a few more resources, how important is it for your station to be on-site during those opportunities? 

HS: Yeah I like it, I really do. I can only speak for me but I like seeing practice. Our beat reporter is great and now with Twitter and the Internet you can read reports from every single media person or blog member who’s out here. But I just think it sounds really good. If a fan is listening and the morning show comes on and they say, “hey, good morning we’re at Bills Training Camp,” it just sounds good. I think that always sounds appealing to the fan. We’re out where the stories are.

When we’re out here, we get players on as well as national media guests that are here. It’s very active and I feel more connected when we’re out at training camp. It’s just cool and beneficial to say, hey, here’s what the offensive line looks like today, or here’s what Josh Allen look like today. Things like that, Cole Beasley look very good today. Ed Oliver is knocking offensive lineman over. It just sounds good.

TM: Being in western New York and on the border in Canada, is Buffalo a really unique place to do sports radio, in terms of, yeah, you’re in New York but the teams in NYC are six hours away? 

HS: Yeah we’re around 400 miles away from New York City. It’s funny, I think sometimes when players get drafted by Buffalo teams they think they’re in a suburb of New York City. Then they get here and realize it’s this far away and don’t realize it. In terms of location, I like it and think it’s a good location.

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You have the teams here, but in terms of what’s around us, Cleveland is three hours away, Pittsburgh is 3 1/2 hours away, Toronto is two hours, we’re in an area where there’s a lot of other professional teams and cities around us. That might also be a reason why we have a mishmash in the fan base, because there are so many cities within reach that you can be attached to their teams.

TM: Speaking of players being mistaken where Buffalo is, has there been anyone more famous than Marshawn Lynch for doing that? What was the fan reaction to that? 

HS: He’s not the only one. I can’t give you any names off the top of my head but it seems like it’s happened to more football players than hockey players. There have been plenty of rookies that come here, and when you talk to them, they were planning on going to see a Broadway Show or even to hangout in Manhattan. You then have to explain to them that they can, but it’s an hour plane flight. Marshawn is probably the highest profile guy to do it, but he’s far from the only one that’s made that mistake.

TM: The Bills are No. 1 and rest of the NFL storylines are No. 2 at this point in the year for you. So does that leave any room to talk college football? Does there need to be a guy like Khalil Mack playing for the University of Buffalo for you to even mention them? 

HS: We have not talked a lot of college football, because, quite honestly, for most of UB’s 20-ish years at the FBS level they’ve struggled. As it turns out, yeah, Khalil Mack made people more aware of UB but they need to win more games. Our college football talk is more geared towards watching guys who we think we’re going to be talking about come NFL Draft talk. Like, when we knew the Bills were going to draft a quarterback two years ago, we went all in every weekend watching Josh Allen, Baker Mayfield Lamar Jackson, Sam Darnold and Josh Rosen. I’ll watch college football because I’m a big fan, but our conversations tend to sway more to “hey, the Bills need a wide receiver and you’ll never guess which one I watched this weekend.” We still incorporate college football talk into Bills talk.

TM: You’ve been around the market for several years so you must like the area and your gig. But what do you like most about doing sports radio in Buffalo? 

HS: (Laughs) It’s a bad time to ask that question, we’ve been in a real bad stretch. I’ve been a sports fan for over 40 years so I like talking about sports and watching the games, as well as talking other people about it too. It’s really cool to connect with the fans. Having been here for 30 years it’s a great place to live and it’s a great fan base. The sports fans are really good, they’re knowledgeable and passionate. They can be critical when they need to be, but they’re not over the edge crazy. It’s a fan base that I think really appreciates the work we put in and the product we put out.

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Honestly I think we enjoy doing the show because we realize how much people enjoy listening to the station. The one thing I would say, I would just love to see someone win around here because the fans have put up with a lot of really rough years of football and hockey. No Stanley Cup. No Lombardi Trophy. They really do deserve it here and I hope to live to see the day when someone wins a championship. If that happens the city would go absolutely crazy.

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Ian Rapoport Is Competing Against Everyone

“When I’m working, when I’m not working – my brain is still going on overdrive.”

Derek Futterman




The 2023 NFL Draft was a weekend filled with speculation, intrigue and musing among football fans and experts alike. After two quarterbacks were selected with the first two picks – C.J. Stroud by the Jacksonville Jaguars; and Bryce Young by the Houston Texans – Ian Rapoport had the inclination that something was about to break at the event in Kansas City.

The third pick of the night was held by the Arizona Cardinals, but through previous intel, Rapoport knew there was a chance the team would trade it. His phone then lit up with a text message from a source that simply read, “Texans trading.” Receiving a message of this magnitude takes years of networking, credibility and immense trust from the people you cover. Rapoport has worked hard to attain all of them. 

He replied by asking, “Did the Texans trade up to three?,” as the team was not set to pick again until No. 12 overall. Once he got confirmation of the scenario, he began to visibly shake in excitement and captured the attention of the NFL Network team.

“I sit there with a camera in front of me that’s not always on air – this is during the Draft – and the producer gets in my ear and he goes, ‘Can you go on air with whatever you have?,’ and I just say, ‘Yes.’” Rapoport recalled. “And then I hear Rich Eisen go, ‘Ian, you have news,’ and I was able to break that the Texans have traded up to three to go get Will Anderson.”

This is the craft through which Rapoport has cultivated a successful journalism career, ultimately distinguishing him as NFL Network’s goto insider. He hardly ever separates himself from the job, equipped with an unparalleled work ethic to ensure he can communicate messages accurately and in a timely manner. While some people may argue that he is in direct competition with others in his position, such as Adam Schefter of ESPN, Jay Glazer of FOX Sports and Mike Florio of ProFootballTalk and NBC Sports, the reality of the situation is that it is Rapoport vs. the world.

“It’s such a small world now and everyone is interconnected – and with Twitter, literally anyone could break a story and have it go viral,” Rapoport said. “Obviously, you want everything first, but really you’re competing against everyone that exists because anyone could get the story at any moment.”

Work-life balance in such a role is usually quite insurmountable in today’s dynamic, interminable breaking news environment. Rapoport strives to find some level of normalcy in his life by playing golf and attending his sons’ sporting events. In the end though, he knows the world of football never sleeps, and it is up to him to remain in the know at all hours of the day, essentially always on standby to break the next big story.

“I do not turn my phone off because that’s actually way more stressful,” Rapoport said. “At least now when my phone’s on and near me, if something crazy happens, I can react rather than having a fake relaxation moment and then being caught off guard with something.”

Rapoport recognized that journalism was the field for him almost immediately after stepping onto the Columbia University campus. He worked his way up at The Dial to ultimately become its associate sports editor. In the summer preceding his senior year, he landed a coveted internship with ESPN where he gained invaluable experience in the world of television production. 

By the time he graduated, Rapoport envisioned himself becoming a nationally acclaimed sportswriter, but he knew it was going to require he start small. Three hundred eleven job applications and two interviews later, he landed a part-time role with The Journal News in Westchester, N.Y. covering high school sports. It gave him a start in the highly-competitive business – and kept him close to home while trying many new things.

Two years later, he found himself moving from the bright lights of New York City to the quaint town of Starkville, Mississippi for a notable opportunity. He had landed a job covering the Mississippi State Bulldogs for The Clarion-Ledger in the nearby capital city of Jackson and was under the direction of sports editor Rusty Hampton.

“I knew how to write, but I really didn’t know how to report,” Rapoport said. “He was probably the best [at] showing me, ‘This is all about reporting. It’s all about telling people something they don’t know rather than how well you can pen a sentence.’ To be really valuable to society or your newspaper, you really need to inform rather than entertain. I think he was probably the first and best person to teach me that.”

After spending two years in Mississippi, Rapoport became a beat reporter for The Birmingham News tasked with following the Alabama Crimson Tide. Just months into his new role, the program made a coaching change and hired Nick Saban, who has since led the program to six national titles. 

Rapoport learned the thoroughness necessary to cover the Southeastern Conference as he rapidly watched the program become a perennial contender. In turn, he became an eminent college football reporter and his work began to be consumed nationally.

Simultaneously, Bill Belichick, another accomplished football head coach in his own right, was in the process of trying to lead the New England Patriots back to championship glory. Known to be stoic and restrained in his press conferences, reporters asking him questions knew extrapolating answers was not the easiest of tasks. 

When Rapoport saw a job opening to cover the team with the Boston Herald that required NFL experience, he knew that he was not qualified verbatim per se. Yet he figured the experience he had in covering Saban and Alabama would serve him well in the role, and articulated such in a protracted email to the newspaper’s editors. His strategy worked, proving why Rapoport is considered one of the industry’s best communicators at the micro and macro levels.

“You don’t see a lot of sources within the Patriots or sources within Alabama – there’s not a lot of that,” Rapoport said. “So I learned to report despite that and kind of work the edges and get the information I needed, despite head coaches who weren’t always the most forthcoming with information.”

NFL Network oftentimes has local beat reporters on the air to interact with studio talent and give their perspectives about teams, and it was something Rapoport did while at the Boston Herald. He had no television experience outside of other appearances he made on Comcast New England and certainly no intention to pursue the medium as a career. 

In Super Bowl XLVI, the New York Giants overcame the New England Patriots, who were undefeated for the year entering the game. Rapoport was on hand for the proceedings, and shortly afterwards was called into a meeting with NFL Network executives. 

He didn’t know he was interviewing for a job until he asked just why he had been summoned. He expressed his lack of television experience to the executives, who said the network would teach him everything he needed to know. 

Once the meeting concluded, Rapoport called his wife, who he had met while living in Starkville, Mississippi, and told her what had just happened. She tempered his expectations, warning him not to get his hopes up as he remained optimistic. One month later, Rapoport received a job offer and found himself moving once again – this time to the Lone Star State.

“I hired an agent and moved to Dallas and basically spent the next year reporting on the Cowboys and some other things being very, very bad at TV, but learning and eventually figuring it out,” Rapoport said. “At the time, this guy, Eric Weinberger, who was our boss, kind of mentioned to me the possibility of transitioning [me] from reporter to insider.”

Rapoport acknowledged that he did not have the contacts necessary to effectively work as a league insider for a national outlet, but through his years of experience, he knew how to network and he was ready and willing to take the challenge. 

Once he began the new position, Rapoport, along with reporter Michael Silver, was on the road for Thursday Night Football and contributed to its pregame and halftime coverage. While his television skills improved, Rapoport was hard at work bolstering his contacts and took somewhat of a geographical approach. 

Every time he arrived in a new city, he would contact anyone and everyone he could conjure up, including general managers, scouts and head coaches. If he could not schedule a meeting time with them, he would introduce himself by roaming the sidelines at practices and before games. He engaged in a similar practice before the NFL Draft Combine, training camps and the Super Bowl along with other premier events, always staying focused on the task at hand.

“It probably took me five or six years to get a baseline of sources where if something happened, I had someone to call,” Rapoport said. “And then it took me a couple more years to get to the point where I would know before a lot of people when something was about to happen. It’s all a multi-step process, and just [the] layering and layering and layering of sources is really the sort of engine that drives this thing.”

Ian Rapoport always attempts to triangulate his sources to verify information before he releases it publicly. There is no guarantee sources are always truthful or acting in a professional manner. Therefore, it is incumbent on a journalist to ensure the validity of content before publishing it themselves. 

“If you’re only right some of the time, then none of it is really worth it,” Rapoport expressed, “because then you say something and they’re like, ‘Well, wow, that’s a big story if this is true.’ The whole point of doing this is when I pop up on TV or when people see my Twitter alerts or whatever, they have to know that it’s true – they have to know.”

One day, Rapoport was having a conversation with a source and discovered through their conversation that Rob Gronkowski had informed the New England Patriots that he would return to the game of football under the stipulation he be traded to the Tampa Bay Buccaneers to reunite with quarterback Tom Brady. There had been much speculation pertaining to Gronkowski’s future after he had worked as an NFL analyst with FOX Sports, and now Rapoport realized he had a monumental scoop – that is, if it was true. Within six minutes, Rapoport verified the story with three sources, contacted his editor and reported to the world Gronkowski’s intentions. The story was picked up virtually everywhere.

“I just think about the job all the time, and I make little lists for myself of things that I need to track down, and I just make a lot of phone calls for it,” Rapoport said. “When I’m working, when I’m not working – my brain is still going on overdrive. It ends up just a brain full of football thoughts, and then I spend the rest of the time trying to figure out what I can learn from it.”

Working for a league-owned entity can sometimes epitomize an inherent conflict of interest. For Rapoport however, he has found working at NFL Network to be hassle-free. He knows, however, the nature of his job means he will not be universally liked.

“Whatever you do, you’re going to report and the people you report on are going to be happy or upset or neutral – or whatever it is,” Rapoport said. “I’m never going to criticize a referee, for instance, because that’s a nuanced thing and people might say, ‘NFL criticizes referees.’ I’m never going to do that, but I wouldn’t do that anyway.”

Rapoport continues to appear on a variety of external media outlets, perhaps most notably The Pat McAfee Show, which recently concluded its “Up to Something Season.” The grand conclusion of the proceedings was McAfee announcing he would be bringing his show to ESPN’s linear and digital platforms starting in the fall. 

While McAfee is retaining creative control and has expressed on multiple occasions that his show will not be changing, many have wondered whether insiders employed by other networks will be able to continue making appearances. It is an answer Rapoport himself does not know, nor has he asked about.

“When the news broke, my phone blew up with all sorts of people saying all sorts of different things,” Rapoport said. “I have no idea. I really don’t.”

Even so, Rapoport is elated for McAfee and his team taking the next step in their show’s journey and is genuinely glad to see them succeed. He does not think McAfee’s goal was to reshape sports media, but rather to cultivate a distinctive sports talk program built for fans and today’s generation of consumers.

“You get to know someone and you think they’re a good person and you respect the way they work. Some people have success and some people have a little success and some people don’t. It’s really rare to see someone who has every bit of success that’s essentially possible and deserves every bit of it, and that’s kind of how I thought about Pat. It’s really cool, honestly. He’s built it himself.”

It was on McAfee’s show where another prominent football insider – Mike Florio of ProFootballTalk and NBC Sports – said it would be a matter of “when,” not “if” the NFL would have games seven days per week. While devoted football fans like Rapoport are open to such a proposition, he is not sure the league would ever go that far. 

“I don’t even know that it would affect my schedule that much,” he said. “It sort of doesn’t matter. I’ll report all year round anyway.”

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Face-to-Face Sales Meetings Have Never Been More Valuable

“With the increase in virtual meetings, new buyer preferences, limited time, and better tech, we have our work cut out to get the F2F.”

Jeff Caves




When did you last attend a face-to-face (F2F) in-person sales call? Let’s imagine for a second.

In New York, Sarah, a determined sports radio salesperson, got tired of chasing a major client for months. Despite her calls, emails, and text, she couldn’t break through to get a meeting. 

Throwing caution to the wind, Sarah decided to go for it. She loaded her deck and took her burning desire via airplane to Florida to make the pitch. She showed up unannounced at the client’s office and startled the decision-maker. She was given the meeting and won over the client, getting a substantial annual contract and a movie deal in Hollywood. 

We have all seen that storyline. F2F meetings used to be the obvious choice over a phone call, and most buyers were open to that idea. We even conducted market trips to meet our buyers in person and create better relationships. 

With the increase in virtual meetings, new buyer preferences, limited time, and better tech, we have our work cut out to get the F2F. Lots of us work and listen from home. 

Gartner Research points out that live, in person selling is superior to virtual selling in financial services or, as I think, in radio sales. Now, prospecting new clients F2F is much more difficult. You have never met them, you don’t know who you are looking for, and gatekeepers and remote decision-makers make walk-ins more challenging. 

How about getting out and seeing your current or former clients F2F? 65% of outside account executives attain quota, 10% more often than inside reps. Here are some simple strategies to get outside and F2F:


Turn the sales faucet on ‘drip’ and contact your current clients with whatever works: phone calls, emails, or texts. Tell them you are checking in to see if anything has changed, give them a local business lead, or share your latest insight on their favorite team. When doing so, tell them you want to meet F2F and go deep into the next quarter’s ad plan or a new idea to get them back on the air. They may start looking forward to your communication. 


Schedule an annual review ahead of their busiest time of year to review the upcoming messaging in ads. Go over what worked or didn’t last year. Share a success story of a similar advertiser in another market or show them a new opportunity that fits. 

Be upfront that with F2F, we can get more specific, work with better feedback, and partner on hitting their goals. Be the person who looks ahead and helps keep your client focused.


Organize workshops for your current clients. Teach that about streaming, OTT, or Google ads. Get your digital person involved. Let them know you are bringing in other local businesspeople they may want to know or network with and meet F2F! A Mortgage broker may want to meet a realtor who wants to meet a wealthy local businessperson interested in meeting the local head coach. Stand out as a leader in the industry and watch clients brag about working with you. 


Attend trade shows where your current clients will be. This will show you are serious about their business and want to stay current so you can learn and earn. Set up a meeting over coffee or a drink. Share what you learned. 


Client Appreciation Events held at your town’s most meaningful events or places. Do whatever it takes to get hospitality tents at big games and concert suites to show appreciation and bond with your current clients. Host a luncheon at the hottest new local restaurant. Focus on providing an atmosphere or experience everyone wants, but not many can attend. Be the exclusive person in town.


Leverage your existing client relationships to seek referrals. Do it in person. Tell them you want to see them and ask for help and advice. Ask for introductions to potential new clients they know, and you will be surprised how much they like working with you. 


Bring your Digital manager to them and do a free review of their SEO, PPC, whatever. Working off your client’s pc and bringing them an expert at no charge or obligation is much easier. Watch your partnership grow by providing so much expertise at no extra expense. 

Don’t forget the value of F2F meetings. It’s a great way to build trust, connect, and unlock new opportunities. We are in a people business doing business with tons of local directs who still make most of their money serving retail customers F2F. Let’s get out and sell! 

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All Jason Timpf Needed Was A Moment of Clarity

“I didn’t know it until after I was hired, but they said they played my video for Colin and he knew right away that I could do this.”

Tyler McComas




There was once a time when Jason Timpf always included Colin Cowherd in his commute to work. As he made his morning drive to a sales job at Verizon, The Herd was appointment listening each morning for Timpf. The ex-college basketball player would marvel at Cowherd’s ability to make relatable references and break down all of the same basketball games he would watch the night before. 

One of the unique things Timpf can remember from listening to The Herd during that time was Cowherd saying if FOX ever put someone in front of him, he could tell in five seconds if that individual had the skills to be a host. It was far from a hot take on the Lakers, but still a distinct moment that stuck with Timpf for many years. Little did he know at the time but Cowherd would soon give a five-second evaluation of Timpf’s career.

Jason Timpf was a late-bloomer in basketball. He played college hoops at an NAIA school in Utah, but not until his third year, after being a regular student the first two. After graduating, he pursued a basketball career overseas in India. However, after the league folded, he left the game for a normal job in the States.

There was a real desire for Timpf to get into the sports media business, but he was having difficulties finding the right fit. He wanted advice on the best way to start, but the tips he received just didn’t feel like the right initial path.

“I’d hear, hey, go bang on a radio station’s door and ask if you can work the soundboard,” said Timpf. “Or, try to go to a journalism school. Another big one that everyone was doing was the SB Nation blogs and FanSided blogs. I briefly tried to do that a little bit. But none of it was materializing the way that I had hoped.”

But then the lightbulb went off for Timpf and it happened during the middle of a podcast interview. In October of 2020, Jason Maples of Blue Wire reached out to Timpf to talk hoops on his podcast. It was in the middle of that interview when it all made sense. It felt exactly like the camaraderie he enjoyed with his old teammates and friends talking basketball. It was relaxed, fun and what he used to do for enjoyment. The perfect fit had just found Timpf organically. 

“It was, ‘this is it,’” said Timpf. “‘This is how I want to do it.’ It was like a moment of clarity. Like, this is the way I want to talk about the game. Fortunately, I was working in real estate at the time, so I was super flexible, so I literally was just trying to fake it until I made it.”

While Timpf was grinding away on his new platform choice, he was constantly putting out his content on social media. For a handful of years, he had used Twitter as an outlet for basketball talk – not because he was trying to build his brand, but because it was his preferred method of sharing his takes during and after basketball games. 

“My wife actually played basketball in college but she, like a lot of people, got out of it and was like, ‘actually I’m so sick of basketball, since it’s all I did growing up, that I’d rather not talk about it,’” laughed Timpf. 

As Timpf had built up years of basketball takes on Twitter, he also built up followers. Not a crazy amount, but enough to have regular interactions with several basketball fans. He had no idea at the time, though he remembers occasionally interacting with him, but one of his followers in the beginning was Logan Swaim, who just happens to be Head of Content at The Volume.

Being such a huge fan of Cowherd, Timpf was absolutely familiar with The Volume, a company started by the FOX Sports Radio host. In fact, during his first plunge into podcasts, he quickly took note of how much success The Volume was having with instant reaction and video content. He wanted to emulate what they were doing and would host a Twitter Space after each Lakers game.

Swaim kept up with Timpf’s journey and continued to be impressed with what he saw. He was so impressed, in fact, that a video eventually made it in front of Cowherd’s eyes. It was the moment Timpf had always heard about while driving to his job at Verizon. Cowherd was about to make a declaration on Timpf’s abilities. 

“I didn’t know it until after I was hired, but they said they played my video for Colin and he knew right away that I could do this,” Timpf said. “That was a huge boost of confidence for me, because it meant somebody I deeply respected believed I could work in this business.”

Timpf made his dream come true. He was offered a job by The Volume hosting Hoops Tonight. As much of a dream as it was when he was initially hired, the experience since has been nothing but ideal for Timpf. He gets to cover his favorite sport the way he wants to cover it. 

“When I first started and Logan and I were structuring out the show, he kinda viewed it as my show would be the slower, more methodical pace, where I work through my thought process of a game. And also that I’d be a guest on other Volume shows for more conversational podcasts. I really wanted to break down pick and roll coverage. It’s just going to take me a while, so trying to do that in a debate show format or conversational format can get hard. It’s a place where I can let more of my crazy depth out. And I can also have a side format where it’s more conversational.”

Timpf has learned prep for podcasts is one of the biggest elements to being successful. As Hoops Tonight continues to draw impressive numbers over audio and YouTube, he’s figured out the best method to prepare for a long-form podcast where he’s hosting solo. 

“I digest the game from the simple concept of how the game was won,” said Timpf. “Where was it won? There’s 100-something possessions in this game, there’s seven different storylines and several runs and sequences and sways in momentum, but what’s the one? Usually I’ll target that first in the opening segment of the show.

“While I’m watching the game I’ll take ancillary notes. About five minutes before I record, I sift through everything I’ve written down and limit it down to the things I think are most important. But generally the flow of the show is how the game was won.”

The whole experience has been gratifying and a full-circle moment in many ways for Timpf. Not only has it been vindicating to do things his way and see it become a success, but he’s gotten to do it with someone who he considers an idol.

Sure, Timpf always envisioned growing up he would be talking to Cowherd as a pro athlete, but talking to him as a colleague is certainly the next best thing. So when he got the call to talk with Cowherd during last year’s West Conference Finals, he didn’t hesitate.

“I was so incredibly nervous, as you could imagine,” laughed Timpf. “But I immediately remember him making me feel comfortable and confident. It immediately calmed me down.

“This is probably my favorite part of the entire experience, I think a lot of people think that these networks try to shove people in certain directions and The Volume has given me such freedom to cover the game exactly the way I want to and nobody is telling me to say crazy stuff. Nobody is pushing me in certain directions, it’s like total creative freedom. The way that Logan and Colin have been letting me do me, so to speak, has been so cool. To see my version of what I want it to look like makes me feel vindicated for talking about it the way I want to.”

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