New York Jets Shepley was signed as an
undrafted free agent by the
New York Jets after the
2018 NFL draft on May 4. He attended training camp and played three preseason games with the Jets before being released on August 31, 2018.
Saskatchewan Roughriders Despite being signed by the
New York Jets a week earlier, the
Saskatchewan Roughriders of the
Canadian Football League (CFL) selected Shepley with the fifth overall pick in the
2018 CFL draft. Shepley signed a two-year deal with the Roughriders in March 2019. Shepley made his CFL debut on June 13, 2019, against the
Hamilton Tiger-Cats and started 14 games as a rookie. He was the unanimous selection for Saskatchewan Roughriders Most Outstanding Rookie. After the CFL canceled the
2020 season due to the
COVID-19 pandemic, Shepley chose to opt-out of his contract with the Roughriders on August 25, 2020.
San Francisco 49ers On August 29, 2020, Shepley signed with the
San Francisco 49ers of the NFL. He was waived on September 5, 2020, and signed to the
practice squad the next day. He was elevated to the active roster on December 12 and December 19, for the team's weeks 14 and 15 games against the
Washington Football Team and
Dallas Cowboys, and reverted to the practice squad after each game. He signed a reserve/future contract on January 4, 2021. On August 31, 2021, the 49ers waived Shepley.
Seattle Seahawks On September 1, 2021, the
Seattle Seahawks claimed Shepley off waivers. Shepley played in 8 games during the regular season, blocking on the extra point unit. On August 31, 2022, the Seahawks waived Shepley as part of final roster cut downs.
Dallas Cowboys (first stint) On September 1, 2022, the Cowboys signed Shepley to their practice squad. He was promoted to the active roster on January 7, 2023, then waived two days later.
Indianapolis Colts On January 10, 2023, Shepley was claimed off waivers by the
Indianapolis Colts. He was waived on August 29, 2023, and re-signed to the practice squad on September 21. He was released on October 17.
Dallas Cowboys (second stint) On October 31, 2023, Shepley was signed to the Cowboys practice squad. He signed a reserve/future contract on January 16, 2024. Shepley was released by the Cowboys on August 27, 2024, and re-signed to the practice squad. He re-joined the Cowboys for the 2025 season, but was waived with an injury designation on August 8, 2025.
Toronto Argonauts On January 27, 2026, it was announced that Shepley had signed with the
Toronto Argonauts. ==Personal life==