Does Jimmy Haslam Want Deshaun Watson to Win the Starting Job?
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The episode explores the central question of whether Cleveland Browns owner Jimmy Haslam truly wants Deshaun Watson to succeed as the team's starting quarterback, analyzing Haslam's unique relationship with Watson—evidenced by his $230 million guaranteed contract and attendance at Watson's wedding. The hosts debate whether Haslam's investment reflects genuine belief in Watson or strategic calculation: if Watson fails, Haslam can blame coach Kevin Stefanski and pivot to drafting Arch Manning in 2027; if Watson succeeds, the blame shifts to Stefanski, preserving Haslam’s image. The discussion also examines Haslam’s broader ownership style—willing to spend heavily on facilities and payroll, yet often overinvolved in football decisions. The hosts contrast this with periods when Haslam was distracted by other ventures (like the Bucs and Las Vegas sphere), during which the Browns showed unexpected improvement. They acknowledge the irony that while Haslam’s financial commitment is undeniable, his hands-on approach may hinder long-term success. The episode also features a caller, Norm, who blames Dee Podesta for derailing the Browns’ success, arguing that non-football executives like Podesta undermined key figures like John Dorsey and Kevin Stefanski, despite Dorsey’s strong drafting record. The hosts express mixed feelings about Dorsey’s legacy, praising his draft acumen while acknowledging his interpersonal shortcomings.
Jimmy Haslam may be using Deshaun Watson as a strategic 'sacrificial lamb'—blaming Stefanski if Watson fails, or justifying the massive contract if he succeeds.
Haslam’s willingness to spend lavishly on facilities and payroll shows commitment to winning, but his over-involvement in football decisions may be counterproductive.
Periods when Haslam was distracted by other ventures (e.g., Bucs, Las Vegas sphere) coincided with improved Browns performance, suggesting his presence may be a liability.
John Dorsey’s drafting success (Chubb, Ward, Mahomes) proves his talent, but his inability to manage people and work with non-football executives like Podesta hurt the franchise.
The Browns’ long-term success may depend less on ownership spending and more on empowering football executives to operate independently.
The Jimmy Haslam-Watson Relationship: A Strategic Investment?
“There's a relationship there. There's something attached to that that I just, I can't shake.”
The Win-Win Scenario for Haslam
“I could see how he thinks to himself, I'm going to get myself out of this one way or another, but I'm in a win-win spot here.”
Haslam’s Spending vs. Strategic Blind Spots
Despite being the NFL’s top spender in recent years, Haslam’s hands-on approach and lack of football expertise may be undermining long-term success, with the hosts noting that the Browns performed better when Haslam was distracted by other ventures.
The Dorsey & Podesta Debate
A caller, Norm, blames Dee Podesta for the Browns’ decline, arguing that non-football executives like Podesta undermined key figures like John Dorsey and Kevin Stefanski. The hosts acknowledge Dorsey’s drafting brilliance but question his management style.
The Sweatshirt Controversy: Symbolism vs. Substance
The hosts reflect on a humorous but revealing moment when John Dorsey threw a sweatshirt into the crowd, sparking a debate about whether such gestures create lasting memories or are trivial—highlighting differing values in sports culture.
“I could see how he thinks to himself, I'm going to get myself out of this one way or another, but I'm in a win-win spot here.”
“You can justify most of them. Most of them you can justify, even if they have been tremendously awful.”
“There's a relationship there. There's something attached to that that I just, I can't shake.”
Hosts
Guest
Jimmy Haslam
person
Cleveland Browns
other
Deshaun Watson
person
Jonathan Peterlin
person
Kevin Stefanski
person
John Dorsey
person
Dee Podesta
person
Norm
person
Arch Manning
person
Mac
person
Does Todd Monken Already Have a Favorite at Quarterback?
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Are the Browns Trying To Throw Everyone Off the Scent With QB Competition?
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Quick Hits: Aaron Rodgers heading back to Pittsburgh?
Afternoon Drive on The Fan • 12m • 3/31/2026
What's more compelling: Shohei Ohtani vs. Guardians or LeBron James vs. Cavaliers
Afternoon Drive on The Fan • 16m • 3/31/2026
Joe DeLeone: Browns can leverage the No. 6 pick if Jeremiyah Love is still available; I’d rather wait until No. 24 to draft a WR
Afternoon Drive on The Fan • 16m • 3/31/2026
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