Uncle Charlie

Sportonomics

Business EN ↓ 88 episodes

Jake Kranz and Tyler Webb, co-founders of sports marketing agency Uncle Charlie, break down the biggest stories and trends in sports business and marketing every week. Knock-knock jokes not included...

Author

Uncle Charlie

Category

Business

Podcast website

podcasters.spotify.com

Latest episode

Jul 8, 2026

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Episodes

The (Untold) Story of Justin Pugh - Full Interview 06.02.2025

Full video: https://www.youtube.com/@tylermwebb/videos How did Justin Pugh go from receiving just one D1 offer (from one of the worst schools in the country) to earning $54M in the NFL… and why is he now contemplating leaving it all behind to become a YouTuber? The answer lies in a $250,000 mistake, a “secret society” business meeting, and a $70,000 NFL tour.

The (Untold) Story of Hollywood Brown - Full Interview 23.01.2025

Full video: https://www.youtube.com/@tylermwebb/videos In this episode, I sit down with Chiefs WR Marquise "Hollywood" Brown to uncover his incredible journey from humble beginnings to becoming a savvy real estate investor. Hollywood shares how he went from racing kids for pocket change to co-founding a $57M luxury real estate fund. We discuss his early struggles, financial lessons learn...

The Back-Up QB with a $1M+ Side Hustle: The (Untold) Story of Jordan Palmer 04.12.2024

Full video: https://www.youtube.com/@tylermwebb/videos How did Jordan Palmer go from receiving only one college offer and never starting a game in the NFL to becoming the league’s most popular quarterback coach? Well, the answer lies in a weekly tradition with the Chicago Bears, a blind date with Blake Bortles, and a few million-dollar business ideas from three old high school teammates. Chapters...

He Was the #1 TE in the Country, Then He Disappeared - Adam Breneman Interview 19.11.2024

Full video: https://www.youtube.com/@tylermwebb/videos How did Adam Breneman go from the #1 tight end in the class of 2013 to retiring from football completely just two years later? And how, after starting a successful career in politics at 21 years old, did Adam almost make it all the way back to the NFL? Well, the answer lies in a national scandal, a meeting with an old high school teammate, and...

The Misunderstood History of Ricky Williams (Full Interview) 05.11.2024

Full video: https://www.youtube.com/@tylermwebb How did Ricky Williams go from the Heisman Trophy winner in 1998 to one of the most ridiculed players in football just 4 years later? And why is he now beloved for the same thing that cost him $10M and 36 games in the prime of his career? Well, the answer lies in a saying from his mom, a suggestion from a former roommate, and an invitation to Phoenix...

The Forgotten 5-Star QB: The Untold Story of Max Browne (Full Interview) 24.10.2024

Full Video: https://www.youtube.com/@tylermwebb How did Max Browne go from the No. 1 quarterback in the country in 2013 to sleeping on the floor of Gary V’s New York City office to becoming a rising star in college football once again? Well, the answer lies in a QB battle with Sam Darnold, a career-ending injury, and dozens of YouTube videos from the kitchen counter.

How Coach RAC Accidentally Became a Savannah Banana (Full Interview) 09.10.2024

YouTube Video: https://www.youtube.com/@tylermwebb How did Robert Anthony Cruz (Coach RAC) go from living with his parents and failing to achieve his lifelong dream of playing in MLB to becoming one of the Savannah Bananas’ biggest stars? Well, it wasn’t on purpose, and it might not last much longer. But the answer lies in a 3 a.m. TikTok video, a $1,500 gamble, and a friend's suggestion that chan...

The Untold Story of How Jackson Olson Became a Savannah Banana (Full Interview) 18.09.2024

Use code BANANAS15 for 15% off your next order from smackinsunflowerseeds.com - Dill Pickle is my favorite flavor. How did Jackson Olson go from turning down the Arizona Diamondbacks to becoming one of the most popular baseball players in the world in less than four years? The answer lies in his time as an Instacart driver, his decision to move to California for an ex-girlfriend, and one TikTok DM...

How Austin Ekeler Plans to Become the Richest RB in the NFL 28.08.2024

Use code TW15 for 15% off your first purchase at https://www.chillboys.com/ — it’s seriously my new favorite underwear (I just emptied my drawer to make room for more). How did Austin Ekeler go from an unranked and undrafted DII running back to the Forbes 30 Under 30 List in less than 10 years? The answer lies in his rugged upbringing, his (sometimes) delusional determination, and a financial stra...

The Untold Story of the NFL's Best Million Dollar Side Hustle (Ben DiNucci Full Interview) 24.07.2024

Use code TW15 for 15% off your first purchase at ChillBoys.com Full Video: COMING SOON EPISODE DESCRIPTION How did Ben DiNucci go from being a seventh-round backup quarterback to running one of the most successful brands in the NFL? The answer is in his unlikely story, which includes a random DM, genius marketing, bad advice, and the most unlikely collaborations.

The Untold Story of the NFL's Most Viral QB (Kurt Benkert Full Interview) 28.05.2024

Full Video: https://www.youtube.com/watch?v=MDcthTA9uVE&ab_channel=TylerWebb In this episode, we explore Kurt Benkert's journey from an undrafted, three-star recruit to a well-liked NFL quarterback. We delve into his early life, football career, and his transition into gaming. Learn about his time with the Atlanta Falcons and Green Bay Packers, his struggles with his off-field hobbies, and...

Reviewing 2023 Predictions and Forming Sports Business Predictions for 2024 23.11.2023

Episode 27 | Jake and Tyler are back for the final episode of 2023, where they revisit predictions made at the beginning of the year and forecast what lies ahead in 2024 for the sports business world. The two begin by looking back at predictions on topics from TikTok getting banned to the legalization of sports betting, reflecting on whether their predictions hit or missed. After this, they make e...

ESPN Bet Launch, Jimbo Fisher Finesses $76M, and Adam Faris 16.11.2023

Episode 26 | In this episode, Jake and Tyler dive into the recent ESPN Bet launch, former Texas A&M football coach Jimbo Fisher’s contract buyout worth over $76M, creating short-form content for large companies, and a controversy about the ESPN Bet logo. First, Tyler leads a conversation about the ESPN Bet launch, discussing how this might impact the future of ESPN and sports betting. Followin...

NFL in Europe, NBA In-Season Tournament, and Sports Connections 09.11.2023

Episode 25 | Jake and Tyler kick this episode off by discussing the NFL’s European expansion plans and whether they see it happening in the future or not. Tyler dives into the details and makes a case for his opinion on the matter. Next, Jake explores several topics like the NBA In-Season Tournament, Black Bear Sports Group (a company that manages sports facilities), and predictions he made back i...

Soccer Investing Trend, FaZe Clan’s Downfall, and Attending Every MNF Game 02.11.2023

Episode 24 | Jake and Tyler begin this episode by delving into the trend of investment groups buying lower-tier clubs across lesser-known soccer leagues worldwide. Ryan Reynolds, Rob McElhenny, JJ Watt, and now Dude Perfect have all joined in on this emerging trend in the sports world. Next, Jake talks about the recent GameSquare Holdings acquisition of the eSports organization FaZe Clan. He dives...

Baseball in Dubai, LIV Golf Check-In, and AI Athlete Tech 26.10.2023

Episode 23 | In this episode, Jake and Tyler explore baseball’s newest league – Baseball United, a professional league based in Dubai – and whether MLB should be worried or not. Following this, Jake leads a discussion on LIV Golf. He dives into everything from the business and the players to the viewership and the merger with PGA, as well as what’s next for LIV. Next, Jeron Smith, co-founder of a...

New Olympic Sports, Netflix Has Live Sports, and Olympic Trivia 19.10.2023

Episode 22 | Jake and Tyler start this episode off by exploring the new additions to the Olympics. The IOC recently announced events like baseball, flag football, lacrosse, and other new sports for the 2028 Summer Olympics in Los Angeles. Next, Jake dives deep into Netflix’s most recent venture – live sports. Netflix has decided to launch the “Netflix Cup” – a golf tournament featuring PGA Tour st...

Baseball Is Back, NIL Collectives, and the Future of Sports Media 12.10.2023

Episode 21 | In this week’s episode, Jake and Tyler explore the resurgence of MLB, the fascinating world of NIL Collectives, and the future landscape of sports media. Tyler starts things by discussing MLB’s comeback and the problems it faces in the upcoming offseason. Next, Jake dives into the world of NIL Collectives. He goes in-depth on everything regarding these NIL Collectives and explores the...

Everything You Missed in American Sports Last Week 05.10.2023

Episode 20 | Jake and Tyler are back for another episode of Sportonomics, where they kick things off by discussing Tyler’s trip to Europe and everything he missed in sports while he was gone. From Taylor Swift taking the NFL by storm to Europe’s victory in the Ryder Cup, to the NFL’s Toy Story-themed broadcast, Jake covers it all. To finish this episode off, Tyler has Jake attempt to guess the Top...

NASCAR’s Success, Fixing Women’s Sports, and Answering Your Questions 21.09.2023

Episode 19 | Jake and Tyler kick off this week’s episode by exploring NASCAR fandom. They share a hilarious NASCAR fan clip that found its way into a Zach Bryan song and discuss how NASCAR has evolved into a thriving business. Following this, the hosts turn their attention to the PWHL draft, providing a deep dive into the league’s newest developments. From draft picks to potential league growth, t...

Disney’s NFL Telecasts, ESPN vs. Cable, and the Rise of Combat Sports 14.09.2023

Episode 18 | Jake and Tyler begin this episode with a discussion around alternate NFL broadcasts, specifically Disney’s upcoming “Toy Story Funday Football” broadcast, and why they’re doing it. Next, Jake discusses a major conflict between ESPN and Charter, a telecommunications company, and how they were able to squash the beef. The two are joined by Nick Hailer, a veteran of the combat sports spa...

DFS vs. Sports Betting, Fantasy Football Business, and Guess That Brand 07.09.2023

Episode 17 | In this week’s episode, Jake and Tyler explore the history of Daily Fantasy Sports, its difference from traditional sports betting, and the business of fantasy football. The conversation kicks off by diving into a surprising connection between pinball and sports betting and leads into the case for sports betting legalization. This discussion guides us into the next topic; the business...

Oakland A’s Stadium Struggles, Prison Rodeos, and Gen-Z’s MLB Reporter 31.08.2023

Episode 16 | In this week’s episode, Jake and Tyler delve into the Oakland A’s struggles and how things continue to get worse as they plan to move to Las Vegas. The two try to figure out how the A’s can bounce back from this situation. Moving forward, Jake leads a conversation discussing Prison Rodeos, the story behind them, and why they were able to last for over 50 years. Next, Tyler interviews...

ESPN’s For Sale, Sports Media Going DTC, and Blind Sports Rankings 24.08.2023

Episode 15 | Jake and Tyler are back to discuss the potential dealing of ESPN, as Disney adapts to the world of digital streaming. Disney’s CEO, Bob Iger, previously stated that ESPN was not for sale. Now, he seeks a minority partner to help win the fight against cable struggles. Next, Jake leads the conversation and delves into the shift in consumption from TV to streaming, and what this means fo...

Penn Drops Barstool, Athlete Podcasts, and Trivia with Jack Settleman 17.08.2023

Episode 14 | Tyler is joined by Jack Settleman, sports content creator and founder of Snapback Sports, to dive into the Penn Entertainment situation with Barstool Sports, and its newest venture with ESPN. After this, Jack explores the growing popularity of athlete-hosted podcasts, and what it could mean for traditional sports media. To finish this episode, Tyler and Jack play an entertaining game...

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