After graduating high school, Boddy-Calhoun attended and played football for Coffeyville Community College. He named second-team All-Jayhawk Conference as a cornerback after his only season as a member of the Red Ravens. He earned Jayhawk Conference Defensive Player of the Week honors twice and Special Teams Player of the Week once. He tallied 40 tackles, four interceptions, three fumble recoveries, and a blocked kick in his time with Coffeyville Community College.
Boddy-Calhoun transferred to the University of Minnesota after one season at Coffeyville Community College. He played in all 13 games as a reserve and made nine tackles. He made Minnesota debut at UNLV, but did not record any statistics. He had a career-high four tackles against Texas Tech. Boddy-Calhoun suffered a season-ending knee injury in the second game of his junior season on September 7 at New Mexico State. He received a medical redshirt from the NCAA. He did contribute to the season early on. He made three tackles and returned an interception against UNLV. He made two tackles at New Mexico State before being injured. Boddy-Calhoun played in 13 games and started 10 in his redshirt junior season. He finished the year with 51 tackles, including 2.0 tackles-for-loss and recorded five interceptions. He broke up nine passes and forced two fumbles and recovered one fumble. He was named All-Big Ten First Team by the media and All-Big Ten Second Team by conference coaches. Boddy-Calhoun played in 11 games and started nine games in his final season with Minnesota. He made 48 tackles, including 1.5 tackles-for-loss and paced the team with four interceptions and returned one for a touchdown. He broke up six passes and recovered a fumble. He was named All-Big Ten Third Team by the media and was an honorable mention selection by the conference coaches in recognition of his successful season.
After going undrafted in the 2016 NFL Draft, Boddy-Calhoun signed with the Jacksonville Jaguars on May 1, 2016. On September 3, 2016, he was waived by the Jaguars during final team cuts.
On September 4, 2016, one day after his release from the Jaguars, Boddy-Calhoun was claimed off waivers by the Cleveland Browns. He made his regular season NFL debut against the Miami Dolphins in a 24-30 loss in Week 3. Boddy-Calhoun finished the game with six tackles and an interception return for a touchdown. In the 2016 season, he recorded 39 tackles and assisted on four. He had one sack, which came against the Washington Redskins in Week 4, three interceptions, and 11 passes defended.
On March 15, 2019, Boddy-Calhoun signed a one-year contract with the Houston Texans. The Texans waived him on August 31 during final roster cuts. He was re-signed on October 30. He saw his first game action as a Texan on November 3, recording two solo tackles, two pass deflections, a sack, and a forced fumble in a Week 9 victory over the Jacksonville Jaguars. He was released on November 13.