Deals & Deadlines

Deals & Deadlines

Join Matt Chernoff and Agent to the Stars, Hadley Engelhard every week as the duo dives in to the business side of sports.

Episodes

April 2, 2026 31 mins

Welcome to Deals & Deadlines with Hadley Engelhardt and Matt Chernoff—your go-to podcast for the business side of sports.

This week, we break down everything from NFL owners meetings and the push for an 18-game schedule, to media rights battles, NIL impact on March Madness, and the latest on Kirk Cousins finding a new home. Plus, what’s really driving decisions in pro sports—money, player safety, or both?

We a...

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March Madness is breaking records, the NFL Draft is getting a major TV-friendly tweak, and Major League Baseball is heading to Netflix 👀 — this week’s Deals & Deadlines is LOADED with sports business storylines. Matt Chernoff and Hadley Engelhardt break down why the NCAA Tournament is seeing record-setting viewership, how NIL and the transfer portal are actually HELPING the product, and what it all means for the fu...

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NFL Free Agency is officially underway, and the business side of the league is moving fast. On this episode of Deals & Deadlines, Matt Chernoff and sports agent Hadley Engelhardt break down the biggest sports business stories of the week — from major NFL deals to the future of sports media and ticketing. Topics in this episode include: • The Maxx Crosby trade drama between the Raiders and Ravens • Why Tua Tagova...

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The sports business world is buzzing this week. On this episode of Deals & Deadlines, Matt Chernoff and super agent Hadley Engelhardt break down: 🏈 What REALLY matters at the NFL Combine (it’s not the 40 time) 💰 The new salary cap numbers and teams that MUST spend big ✂️ Kirk Cousins’ release — what it means financially for the Falcons 📺 The Braves’ new “Braves Vision” TV model and how it ...

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Super Bowl week might be over, but the business storylines are just getting started. Matthew is joined by sports business insider and super agent Hadley Engelhardt to break down the biggest numbers and decisions coming out of Super Bowl 60 — from TV ratings and ad revenue to incentive bonuses that can reshape a quarterback’s entire market. 📌 On this episode, we cover: • Super Bowl ratings: 125M viewers and why the...

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Welcome to a new episode of Deals & Deadlines — where we break down the biggest stories in the sports business world. 🎙️ Matt Chernoff is joined by sports business insider / super agent Hadley Engelhardt to discuss: ✅ The business machine behind Super Bowl week ✅ The NFL’s projected 2026 salary cap jump (and what media revenue means for players + owners) ✅ ESPN’s major deal to acquire NFL Network and digital ...

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The college football season may be over, but the business of the sport is booming. Super agent Hadley Engelhardt and Matt Chernoff break down how Curt Cignetti took Indiana from the bottom of college football to a national championship — and a nearly $15 million payday. What does that kind of financial leap mean in the NIL and transfer portal era, and is Indiana’s run a blueprint or a perfect storm? The guys also dive i...

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The NFL coaching carousel is officially underway — and Deals & Deadlines is breaking down the sports business, coaching interviews, front office hiring, and NIL money driving the biggest decisions in football right now. Matt Chernoff and sports agent Hadley Engelhardt cover the latest on NFL head coach openings, GM job searches, the real behind-the-scenes interview process, the Rooney Rule, and why John Harbaugh unexpecte...

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On this episode of Deals & Deadlines, Matt Chernoff and sports business insider Hadley Engelhardt break down the biggest money, media, and power stories shaping sports today — from college football to the NFL and beyond. Topics include: Why College Football Playoff ticket prices vary so dramatically The reality behind NIL money, quarterback leverage, and Arch Manning’s earning power How fans decide which CFP games a...

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On this extended edition of Deals & Deadlines, Matt Chernoff and sports agent/lawyer Hadley Engelhardt connect the biggest sports business stories across college football, baseball, and the NFL — all through the lens of money, leverage, media rights, and power. The show opens with a deep dive into the College Football Playoff business model, including the $4 million payout per team and how conferences like the SEC and Big...

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Lane Kiffin is off to LSU on a $91 million guaranteed deal — and the business side is absolutely wild. On this episode of Deals and Deadlines, Matt Chernoff and super agent Hadley Engelhardt break down how Jimmy Sexton pulled it off, what LSU actually bought, and why this c...

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In this episode of Deals & Deadlines, Hadley Engelhardt and Matt Chernoff break down the biggest sports-business stories of the week — from MLB Winter Meetings fallout and the Braves cashing in on Drake Baldwin’s Rookie of the Year win to looming CBA concerns, betting scandals, and massive college football coaching drama. They also dive into NFL broadcast wars, Arthur Blank’s $350M investment in women’s ...

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Welcome back to Deals & Deadlines — your weekly look at the BUSINESS behind sports with super-agent Hadley Engelhard and host Matt Chernoff. This week we break down a wild NFL trade deadline (Jets stockpile picks, star movement, and the Breece Hall offer that almost was), baseball’s monster World Series numbers, the SEC coaching carousel (and a spicy Lane Kiffin → Dolphins conversation), plus NBA ownership/lega...

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Matt Chernoff and sports-agent Hadley Engelhard break down a wild week in sports business: 🏈 Brian Kelly fired at LSU — why the Tigers owe $53 million and how AD Scott Woodward keeps writing record checks. 🔥 Lane Kiffin’s next move — is he flirting with LSU or Florida for leverage? 💼 Steve Sarkisian NFL rumors — the truth behind the agent-media leaks. 🏈 Kirk Cousins market — does the Falcons QB hav...

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Deals & Deadlines, hosted by Matt Chernoff and Hadley Engelhard, covered a busy week across the sports business landscape. The hosts discussed the MLB World Series matchup between the Los Angeles Dodgers and Toronto Blue Jays, along with the growing league-wide controversy over a proposed MLB salary cap and the strong pushback from players.

They also examined the financial ripple effects of Florida’s decision to fire head...

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College football just detonated a money bomb. 💥 Matt Chernoff and super-agent Hadley Engelhardt break down James Franklin’s $50M buyout, how offset language really works, and why this firing could reshape salaries across the country. Then we zoom out: Adidas vs. Nike at Penn State, the coaching carousel (who leverages, who jumps, who stays), an early NFL firing and its $23K/day golden parachute, plus the NBA’s new TV m...

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From Taylor Swift passing on the Super Bowl halftime show to Amazon turning Black Friday into a wall-to-wall sports infomercial, this week’s Deals & Deadlines breaks down the money, marketing, and messy optics driving the sports business machine.

Hosted by Matt Chernoff &...

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On this episode of Deals & Deadlines, Matt Chernoff and Hadley Engelhard dive into the biggest stories in the world of sports business and entertainment:

  • NFL + Bad Bunny: Why the league partnered with the global...

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This week on Deals and Deadlines, we dive into a jam-packed lineup of sports and media headlines:

  • Could Jon Gruden really be the next head coach of the Florida Gators?

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On this week’s Deals & Deadlines, Matt Chernoff and Hadley Engelhard break down the biggest money stories in sports:

  • Former Alabama QB AJ McCarron says Bama needs more NIL 💸

  • Read more

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