Two Cowboys who could be due for a contract extension before the start of the season

When taking a look at the Cowboys roster, a big portion of their core is locked up for the foreseeable future. With Dak Prescott, Zack Martin, Amari Cooper, CeeDee Lamb, DeMarcus Lawrence, Trevon Diggs, Tyron Smith, Blake Jarwin, and La’el Collins locked up for the next few years, there are only a few key names whose future in Dallas is in jeopardy.

The Cowboys could go ahead and try to get deals done with a couple of contributors before the season begins.

Michael Gallup

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Michael Gallup is entering the final year of his rookie deal, and has outplayed his draft stock substantially after being drafted in the third round of the 2017 NFL Draft. In his three years in the NFL, Gallup has 158 receptions for 2,457 receiving yards, and 13 touchdowns. He has primarily served as the Cowboys big-play receiver since entering the league as a rookie and has proved to be a really strong starting wideout in the NFL. While it’s hard to imagine Gallup wearing a star for the entirety of his career, the Cowboys would be wise to try and keep this offensive group together for the next few seasons, and could try and get Gallup to sign a one-to-two year extension with the team this offseason to keep him around for the next couple of years.

Randy Gregory

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If you’re thinking “NOOOO he’s always suspended”, it does appear that Gregory has put his off-the-field issues behind him and seems to have a vision for his future that will keep him on the field. When on the field, Gregory has been a really good player for the Cowboys, and well-worth the second-round investment. Last season, he only racked up 3.5 sacks, but his pass-rush win rate and pressure numbers showed a much more productive player than the “sack numbers” would suggest.

With Gregory’s contract running out at the end the season, inking Gregory to a two-to-three year deal would be a huge win for the defense, that desperately needs as many playmakers on that side of the ball as possible. If the Cowboys do decide to wait out the Gregory contract, they could get themselves into a high-priced bidding war if Gregory has the season that many predict.