https://www.si.com/nfl/2019/08/20/dak-prescott-cowboys-contract-antonio-brown-raiders-helmet Dak Prescott may soon receive a contract extension, bringing him life-changing wealth and securing him to the Cowboys for bulk of his prime years of his career. However, if Prescott and his agent desire a truly groundbreaking contract (as reports have indicated), they won’t get one anytime soon. That would only come at the earliest next year when Prescott would be negotiating off of a franchise tag, not a rookie contract. The question is…can he wait? Last week the spin-doctors on each side of the negotiation were in full throat, debating whether Prescott had turned down a contract worth $30 million a year and was asking/requesting/demanding $40 million a year. Even though this is a good example of teams and agents using the media to advance their agendas, this contract is a tough one to negotiate, especially from Prescott’s side. Scheduled to only make $2 million in 2019, Prescott’s situation is similar to that of Russell Wilson earlier in the decade: a mid-round draft pick starting quarterback stuck on a drastically undervalued rookie contract. Like Wilson before him, Prescott is further disadvantaged than other productive young quarterbacks such as Carson Wentz, Jared Goff and Patrick Mahomes, who received first-round level signing bonuses (Prescott’s signing bonus was $384,000). Due to the nature of the rookie compensation system, the Cowboys have received extraordinary value from Prescott, as the Seahawks did years ago from Wilson, a point that should be a focus point for his negotiations. Alas, however, Jerry and Stephen Jones have dealt with situations like this before, and capitalized. The Cowboys are now negotiating contracts with their three offensive stars—Prescott, Ezekiel Elliott and Amari Cooper—and are playing the “we only have so much cap room” card. Left unsaid by the team is how they have preyed on the rookie compensation system with all three players, being on the plus side of inequitable contracts for multiple years. Now they are playing the cap card while conveniently not mentioning the team-friendly nature of the past. Knowing he is staring at a remaining compensation of $2 million, the Cowboys will float a signing bonus of $25-30 million in front of Prescott with a team-friendly deal attached to it. That enticement will be tough for Prescott to turn down, like it would be for any young player, and he may well make a deal.