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Jomboy’s Jake Storiale Puts Baseball on the Clock

“If you’re not having fun around it, you’re kind of doing it wrong.”

Derek Futterman




Just when sports critics said baseball was on the verge of dying, the sport perennially known as “America’s Pastime” found a way to reinvent itself. With a new collective bargaining agreement came the institution of rule changes – including a pitch clock, limits on defensive shifts, and larger bases. An Opening Day interleague battle between the San Francisco Giants and New York Yankees finished in a crisp two hours and 33 minutes, down from last season’s average game length of three hours and three minutes. Despite being an avid Yankees fan and enjoying baseball, Jake Storiale knows these rule changes allow the game a greater chance of staying relevant in generations to come.

What may be more potent than any rule change, however, is in developing and embracing superstars. Over the last several years, Major League Baseball and its entities have been criticized for inadequately marketing emerging talents and veteran mainstays. Yet the World Baseball Classic, an international showcase of talent in the form of a preseason tournament, displayed the best the sport has to offer on a global scale.

It helped Major League Baseball players well-known in their home markets, such as St. Louis Cardinals outfielder Lars Nootbaar, gain 549,000 Instagram followers throughout the event. His WBC teammate and two-time American League Most Valuable Player Shohei Ohtani became the first major leaguer to reach 4 million Instagram followers, gaining approximately 2 million during the tournament alone.

A particularly revealing moment in the tournament was the reaction to the manifestation of a dream scenario – Los Angeles Angels teammates and top players in the sport facing off with a championship on the line. Even better was that the showdown took place in the ninth inning with two outs in a one-run game, rendering the result of Mike Trout’s at-bat against Ohtani pivotal for Team USA and Team Japan.

“I know we were talking with Trevor Plouffe, who we host Talkin’ Baseball with, [and] he coaches a Little League team and he said that all of his kids were talking about the Trout-Ohtani at-bat,” Storiale said. “They were all bummed out on Mike Trout because he lost one at-bat. He was trying to tell the kids, ‘Hey, baseball doesn’t really work like that.’”

Baseball, like many other popular sports, has an emphasis on the team and many local fans primarily focus on the groups to whom they have an allegiance. Storiale, for example, grew up in Connecticut and was always following the New York Yankees. Throughout his life, he has lived in Dallas and Denver and keenly noticed the Texas Rangers and Colorado Rockies being discussed the most as it pertains to professional baseball. The World Baseball Classic shattered those walls

While he has always had an allegiance towards the Yankees and has experienced five World Series championships during his time as a fan thus far, he aims to utilize the platform he and his friend from Central Connecticut State University, Jimmy O’Brien, essentially created from scratch. Jomboy Media is prominent among baseball fans and has quickly cemented itself into one of the fastest-growing digital sports media outlets in the world.

The hard work and consistent pressure they felt to reach this point could perhaps be equated to New York Yankees outfielder and team captain Aaron Judge standing at the plate with the bases loaded in a full count with the game on the line.

“After a certain point, we treated it like a full-time job; it was kind of that fight or flight,” Storiale said. “I wasn’t working another gig. We were doing our Yankees stuff – it was either, ‘Make it work in a year or two,’ or it was going to be like, ‘Alright, we gave it a try and it didn’t work.’

Consistency and an indefatigable yearning to succeed kept O’Brien and Storiale going in their quest to build a company employing genuine fans and cultivating a voice that places “fun over funny.” Storiale’s path to sports media though was unusual in that he began working in energy solutions out of college – first with Consolidated Electrical Distributors in Chicago and then with Rexel Energy Solutions, where he worked his way to become a marketing manager in Denver.

Amid a crowded media ecosystem that projects to soon contain 500 million podcast listeners, being a distinct entity and generating unique, compelling content is a monumental task in and of itself. The chemistry between O’Brien and Storiale on their podcast, titled Talkin’ Yanks, is evident from the onset, and the duo informs and entertains their audience through their innate knowledge and expertise.

Most importantly though, they exhibit an ostensible passion for their work and the future of the company – which raised $5 million in a funding round led by Connect Ventures.

“Whenever we’re talking about anything, we’re talking about it passionately as a fan instead of where it’s different than a reporter getting hired [and going], ‘Okay, I covered Clemson football for one year. Oh, a job with the Timberwolves opened; I’m going to take that,’” Storiale hypothesized. “We talk about stuff that we’re passionate about.”

When he was growing up, Storiale was introduced to Yankees baseball through his father and watched the careers of all-time greats unfold, including Derek Jeter, Mariano Rivera, Andy Pettite and Jorge Posada, better known as “The Core Four.”

Although it helps that the team widely regarded as the most accomplished and storied franchise in professional sports has not posted a losing season since 1992 – an unprecedented stretch of 30 years – Storiale’s interests went beyond the pinstripes. He is a proponent of the new schedule, which calls for all teams to play one another for at least one series during each regular season, and hopes it catalyzes the growth of baseball into more of a national sport while retaining its local appeal.

“I think baseball is a very regional sport,” Storiale said, “and I think baseball kind of fought that for a little bit.”

The new schedule comes at a time when a preponderance of sports talk radio stations are creating and refining digital content, emphasizing its expansion over the next year. Proof of quantifiable success in this regard can be found in its 1.72 YouTube subscribers and 319,000 Twitter followers and consistently high levels of engagement. Jomboy Media has been in the digital space early in its development through unparalleled video breakdowns and a wide variety of sports-based podcasts.

It has a considerable share of listenership from those in the 18-35 demographic and works to try to find new ways to reach its audience, whether that be through live game broadcasts, watch parties, or new forms of content. Although Storiale believes sports radio was at its finest when Scott Van Pelt and Ryen Russillo were hosting together on ESPN Radio, his hosting style does not necessarily reflect the amicable contentiousness accentuated by WFAN’s Mike and the Mad Dog.

“I just want people to be as comfortable as possible,” Storiale said. “We just started doing our weekly Aaron Boone interview, and I think the more comfortable he is and the more conversational, the better answers you’re going to get in everything we cover.”

In welcoming the Yankees’ manager onto their program once per week, Jomboy Media made a statement to its audio competitors – primarily WFAN and 98.7 ESPN New York – regarding its legitimacy and growing influence in the sports media space. Nonetheless, sports radio remains an essential part of the consumption space, and something Storiale ascertains will continue to remain imbued in the industry vernacular.

The times are changing though, and listeners are valuing timeliness, authenticity, and accessibility perhaps now more than ever before, making the intrinsic synergy between O’Brien and Storiale especially valuable in the podcast niche.

“You’re just getting honest conversation with a lot of silly stuff around it because, at the end of the day, I think where sports are important and there’s so much money tied up in everything, sports in its soul is supposed to be fun,” Storiale expressed. “If you’re not having fun around it, you’re kind of doing it wrong.”

Since his video breakdown of the Houston Astros stealing signs throughout the 2017 regular season went viral, Jomboy Media has steadily developed into a force among baseball fans at the very least. While Talkin’ Yanks recaps every Yankees series over the course of the season, provides breakdown and analysis and guest appearances by enticing personalities, there is an expanding lineup of content offerings sure to engross all sports fans. Podcast hosts include former MLB Network host Chris Rose; Chicago Cubs outfielder Ian Happ; and former major-league third baseman Trevor Plouffe among others.

“We want people to make what they’re passionate about,” said Storiale, who also works in business operations for the company. “….I’m a big believer, even coming from my previous companies, that things are kind of top-down driven. I used to work in different divisions where there’d be great leadership and you could feel it throughout the division. There were other divisions where you were like, ‘Oh my gosh. That person’s leaving the division?,’ and you could see the holes in it.”

In today’s social media era, consumers possess an amplifier to disseminate their perspectives and opine on content offerings, effectively putting them in the driver’s seat. It is through their habits, combined with innovations in technology, that fuel exponential growth and ideation in sports media.

Thinking about the voice of consumers as a consensus rather than meeting the individual needs of each is an effective way to view the landscape when attracting and captivating a larger audience. Many practitioners would argue against regarding an individual as picayune, perhaps regarding it as impudent and contemptuous; however, trying to please everyone in a world with a diverse set of interests and proclivities is near-impossible.

“It’s a balance of juggling comment sections,” he said. “If you read one negative comment but something’s got 100,000 views and everyone seems to like it, you can only do so much with that comment.”

As a company, Jomboy Media is seemingly tight-knit and fosters a congenial atmosphere, making it a place where people want to be and have the urge to perform. Many of the employees at the company consider each other to be family, and they all work in tandem to form and maintain a content powerhouse. O’Brien is enzymatic in demonstrating his commitment and persistence to engender the continued expansion and reach of the brand on its multiple platforms.

“Nobody outworks Jimmy,” Storiale affirmed. “I give him hell on my best weeks. I think that kind of sends a message throughout the company – if you want to do this; if you want to be in the content grind, you’ve got to go for it. At the same time, [go for it] with a little bit of a competitive edge but with a lot of family feel.”

Collaborations with NESN and YES Network, regional sports networks that broadcast games for the Boston Red Sox and New York Yankees, respectively, have given the brand and its personalities increased exposure to those consumers who operate using traditional media. When he finds himself attending baseball games at Yankee Stadium, he feels he is being recognized more and commended for the job he does as a podcast host and an entrepreneur.

“There’s a lot of people that still come home and throw on the TV,” Storiale said. “There’s a lot of days where I’m that person; you just kind of want to turn off your brain and watch something good.”

Storiale will undoubtedly be invested in the Yankees this season, a team with a deep roster of superstars including Gerrit Cole, Aaron Judge, Carlos Rodón, and Giancarlo Stanton. He also finds himself watching other sporting events more often than before though, expanding his scope beyond baseball. The NFL Draft, for example, interests him, along with the upcoming Master’s Tournament and conclusion to March Madness in college basketball.

In the end, the success of the company boils down to its ability to relate to fans and differentiate itself from other content providers. As more companies adopt direct-to-consumer abilities, the chance to narrowcast nonlinear content is becoming more palpable, meaning they are, in a way, trying to catch up to what Jomboy Media and other digital brands have created.

Conversely, traditional media outlets have a fortified consumption base, and the challenge for these digital outlets remains in expanding their reach to new audiences. Storiale is excited to be on this journey and is swinging for the fences akin to No. 99, utilizing his fandom and friendship to generate not just ratings and revenue, but a voice and outlet for love of the game.

“Something we said early on that still lingers is, ‘Grow,’” Storiale articulated. “I know that sounds generic, but… we want to grow into whatever we are ready to grow into.”

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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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