Former NFL MVP Boomer Esiason 's recent remarks about Caleb Williams shed light on a growing clash between modern athletes’ aspirations and the NFL’s traditional expectations. Esiason didn’t hold back, blasting Williams’ rumored request for partial ownership of the team that drafts him as “entitled” and warning it could cost the young quarterback up to $500 million in future earnings.
Modern athletes like Caleb Williams are playing the long game on and off the fieldBut rather than just viewing this as arrogance, it might also be seen as ambition a sign of how today’s elite athletes are thinking beyond the field. Caleb Williams, the projected No. 1 overall pick in the 2024 NFL Draft, is entering the league at a time when player empowerment is rising across all major sports.
Ownership stakes, personal branding, and financial independence are no longer far-fetched dreams for top-tier athletes they’re targets.
Calling Williams “entitled,” Esiason didn’t mince words: “The level of entitlement is breathtaking… Keep your mouth shut. You’re going into the greatest league that there’s ever been for the sport we all love.”
“You’re going to have a chance one day to make $500 million because guys like me and guys before me all went on strike so you could actually make more money. So keep your piehole shut and go out and play football and earn your keep and earn your respect.”
Esiason’s harsh critique urging Williams to "keep your piehole shut" reflects a more old-school mindset, where rookies were expected to prove themselves quietly. From his view, Williams’ boldness could alienate teams and derail his career before it begins.
But others may see it as a generational divide. Athletes like Patrick Mahomes and Tom Brady have ventured into ownership post-retirement. Williams seems to be asking: why wait?
The NFL’s structure doesn’t currently allow players to own parts of franchises they play for. So whether Williams’ camp was serious or just testing boundaries, the backlash shows the league’s discomfort with evolving athlete power.
Also read: No contract, no problem? Erin Andrews drops bombshell on career-defining moment
In the end, the debate isn’t just about one quarterback it’s about the future of NFL culture. Will the league adapt to a new era of athlete-driven ambition, or will it continue to push back with the weight of tradition? Caleb Williams might be the first lightning rod in that shift.
Modern athletes like Caleb Williams are playing the long game on and off the fieldBut rather than just viewing this as arrogance, it might also be seen as ambition a sign of how today’s elite athletes are thinking beyond the field. Caleb Williams, the projected No. 1 overall pick in the 2024 NFL Draft, is entering the league at a time when player empowerment is rising across all major sports.
Ownership stakes, personal branding, and financial independence are no longer far-fetched dreams for top-tier athletes they’re targets.
Calling Williams “entitled,” Esiason didn’t mince words: “The level of entitlement is breathtaking… Keep your mouth shut. You’re going into the greatest league that there’s ever been for the sport we all love.”
“You’re going to have a chance one day to make $500 million because guys like me and guys before me all went on strike so you could actually make more money. So keep your piehole shut and go out and play football and earn your keep and earn your respect.”
Esiason’s harsh critique urging Williams to "keep your piehole shut" reflects a more old-school mindset, where rookies were expected to prove themselves quietly. From his view, Williams’ boldness could alienate teams and derail his career before it begins.
Boomer went off on Caleb Williams amid reports that he wanted to avoid the Bears to the point where he and his family looked to sidestep the CBA 😳 pic.twitter.com/Tk6N1zQXSa
— WFAN Sports Radio (@WFAN660) May 16, 2025
But others may see it as a generational divide. Athletes like Patrick Mahomes and Tom Brady have ventured into ownership post-retirement. Williams seems to be asking: why wait?
The NFL’s structure doesn’t currently allow players to own parts of franchises they play for. So whether Williams’ camp was serious or just testing boundaries, the backlash shows the league’s discomfort with evolving athlete power.
Also read: No contract, no problem? Erin Andrews drops bombshell on career-defining moment
In the end, the debate isn’t just about one quarterback it’s about the future of NFL culture. Will the league adapt to a new era of athlete-driven ambition, or will it continue to push back with the weight of tradition? Caleb Williams might be the first lightning rod in that shift.
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