Sayles attended Omaha North High School in Omaha, Nebraska.[1] As a senior, Sayles compiled 36 solo tackles and 40 assists, with 19 tackles for loss for 71 yards, including 4 1/2 sacks. He also registered four pass breakups, and while playing tight end, he caught nine passes for 145 yards and two touchdowns.[2] He helped Omaha North reach the Class A championship game and was named to the All-Nebraska team. Sayles signed with the Ohio Bobcats out of high school.[3]
College career
Sayles played defensive line for the Ohio Bobcats from 2013 to 2016. In 2013, he also played special teams and returned 4 kicks for a total of 30 yards.[4] In 2014, he played in only seven games. In his senior season in 2016, Sayles has 33 tackles and six sacks, earning Second-team All-Mid-American Conference honors.[5] He finished his four year college career with 111 total tackles and 12.5 sacks and three fumble recoveries in 50 games.
On January 18, 2018, the Pittsburgh Steelers signed Sayles to a Reserve/Future contract.[7] He had four tackles in four preseason games.[8] On September 1, 2018, he was waived.[7]
Birmingham Iron
In 2019, Sayles played for the Birmingham Iron of the Alliance of American Football (AAF).[8] According to Pro Football Focus, he was one of the best defensive lineman in the league on a per-snap basis.[9] The league ceased operations in April 2019.[10]
Pittsburgh Steelers (second stint)
On April 9, 2019, the Steelers signed Sayles to a one-year contract.[7] On August 30, 2019, he was released.[11]
St. Louis BattleHawks
In October 2019, Sayles was drafted by the St. Louis BattleHawks via the 2020 XFL Draft. He was picked up in the first round of Phase 3: Defensive Front Seven.[12] He had his contract terminated when the league suspended operations on April 10, 2020.[13]
Winnipeg Blue Bombers
Sayles signed with the Winnipeg Blue Bombers of the CFL on April 5, 2021.[14] He played for two seasons with the Blue Bombers where he won a Grey Cup in 2021 and became a free agent upon the expiry of his contract on February 14, 2023.[15]
Hamilton Tiger-Cats
On February 15, 2023, it was announced that Sayles had signed with the Hamilton Tiger-Cats.[15] On November 8, 2023, Sayles was named a CFL All-Star, after leading the team in quarterback sacks and tackles for loss.[16]