to the second round, until being selected by the Dallas Cowboys (60th overall). Dallas Cowboys In 2015, although he showed promise during preseason (three sacks in three games) and in the season opener against New York Giants (three quarterback pressures in only 18 snaps), he suffered a high ankle sprain in the fourth quarter that forced him to miss the next four games and held back his development. He made his return to the field in week 7 against the Giants; however, it wasn't until the team's week 10 loss to the Tampa Bay Buccaneers that Gregory posted his first professional tackle, making one solo and one assisted tackle in the game. He didn't have a sack during the season, but still managed 16 quarterback pressures (fourth on the team) and one tackle-for-loss. On February 19, 2016, Gregory was suspended for the first four games of the season due to violating the league's substance abuse policy. A few months later, Gregory failed a second drug test, checked into an undisclosed treatment facility and was removed from the team's roster. He received an additional 10-game suspension, making him ineligible to return to the Cowboys until December 19. On November 11, it was reported that Gregory supposedly failed another drug test and was facing a year-long suspension added on to his current 14-game suspension. Gregory was activated from his consecutive suspensions on December 26, prior to a Week 16 matchup against the Detroit Lions. His year-long suspension was not in place at the time so he could make his 2016 season debut. In the game, he was able to play through an oblique strain he suffered in the second quarter , while posting two tackles and one quarterback hurry. With the team suffering multiple injuries along the defensive line, he started in the last game of the season against the Philadelphia Eagles, recording his first career sack, one tackle for loss, a quarterback hurry and was second on the team with seven tackles. Although there was a possibility that the NFL would delay the appeal hearing for his latest suspension and allow him to play in the postseason, the meeting was held on January 3, 2017, with the league officially announcing that Gregory would be suspended for the playoffs and at least for one season on January 5, after allegedly missing a scheduled drug test. On July 17, 2018, Gregory was reinstated