Strickland redshirted as a freshman at Indianapolis in 2018, then won a starting job as a redshirt freshman in 2019.[2] He started the final 10 games of the 2019 season and was named first-team All-Great Lakes Valley Conference (GLVC) after totaling 46 tackles and four pass breakups.[2] He appeared in one game during the COVID-19-shortened 2020–21 season and served as a team captain in 2021, recording 33 tackles and a team-leading 10 pass breakups.[2] He received a finance degree from UIndy in December 2021.[5] Strickland transferred to the Ball State Cardinals, playing 12 games as a backup in the 2022 season while making 19 tackles.[3] As a senior in 2023, he appeared in all 12 games, five as a starter, and made 31 tackles with two tackles-for-loss (TFLs).[3]
After going unselected in the 2024 NFL draft, Strickland signed with the Detroit Lions as an undrafted free agent.[4] He made the team's initial 53-man roster for the 2024 season, being the first alumni of UIndy to make an NFL team in the modern era.[5][7] He was waived on December 4, 2024, and re-signed to the practice squad.[8]