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The Dak Prescott contract saga has been going on all summer. With two weeks left for deadline day, there is still no update as to whether the Cowboys QB will put pen to paper on a long-term deal anytime soon. There are rumors that strict-negotiator Jerry Jones will make Dak Prescott the highest-paid Dallas Cowboys player ever on Deadline Day (July 15, 2020). Reports indicate that Dallas is offering Prescott a lucrative five-year contract worth $35 million. However, Prescott and his entourage want a shorter four-year deal. Will Jerry Jones be able to hold on to his star quarterback?

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“Jerry Jones Is Looking At Dak Prescott Like That Good Girl In High School”

While appearing on Speak For Yourself alongside Emmanuel Acho, former Cowboys Defensive end Marcellus Willey launched a detailed assessment on Jerry Jones’ handling of star QB Dak Prescott. Willey said “I don’t think Jerry is sitting there and fully appreciating what he has in Dak Prescott and it’s not even an indictment on that. Jerry is a prisoner of his own success. People get into that position, climb the mountain of success, become rich and famous. But all of a sudden, they become reckless.”

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Jerry Jones – A prisoner of his own success?

The former NFL All-Pro player further highlighted Prescott’s impact on Dallas Cowboys’ performance over the last two NFL seasons. “Here comes Dak, off a team that went 4-12. He takes them in his rookie year to 13-3 and now he (Jerry Jones) is starting to say ‘I got this dude on the cheap, maybe I can ride the wave a little different to the same place’ and he locks himself in.”

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“A prisoner of his own success from before and looking at Dak Prescott like ‘You’re gonna be my savior’ on the cheap. Right now, Jerry is just lost in his own sauce. He’s not fully appreciating what he has at the moment,” Willey added.

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Dak Prescott joined the Cowboys in 2016. He had a dream rookie season that year as he led the Cowboys to a 13-3 record. However, his form over the next three years was a tad bit inconsistent. But Prescott finished last season with 30 TDs, 4,902 passing yards which are the best NFL seasonal stats of his career. However, the Cowboys had a dismal overall season that ended with an 8-8 record.

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Daniel Arambur

2,075 Articles

Daniel Arambur is an NBA Writer at EssentiallySports, bringing close to a decade of experience across sports media, digital strategy, and editorial operations. He covers trade rumors, game-day matchups, and long-form NBA features, with a particular knack for spotlighting underdog narratives and momentum-shifting storylines. A journalism graduate with a postgraduate certificate in Strategic Marketing and Communications from Conestoga College, Ontario, Daniel blends statistical context with sharp, opinion-led analysis. His professional journey spans content strategy, paid media, editorial oversight, and quality analysis, giving him a rare end-to-end understanding of how sports stories are researched, positioned, and delivered at scale. Over the years, he has worked across SEO-driven publishing, audience growth initiatives, and performance-focused editorial environments, sharpening his ability to balance speed with accuracy and depth. At EssentiallySports, Daniel applies this multifaceted background to NBA coverage that is informed, structured, and reader-centric. Known for his analytical clarity and narrative instinct, he approaches the league with a storyteller’s eye and a strategist’s discipline, consistently aiming to add perspective beyond the box score. Based in Ontario, a city once home to NBA champion Jamal Murray, he harbors a long-term ambition to sit down for an exclusive conversation with the hometown star.

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