During his career, Gipson played quarterback, wide receiver, free safety and also returned punts and kicks.

On April 29, 2012, the Cleveland Browns signed Gipson to a three-year, $1.44 million contract after he went unselected in the 2012 NFL draft.

[5][6] Throughout training camp, Gipson competed for a job as a backup safety against Ray Ventrone, Usama Young, David Sims, and Emanuel Davis.

[7] Gipson was named the third free safety on the Browns' depth chart to start the regular season, behind veterans Eric Hagg and Ray Ventrone.

[11] In the next game against the Baltimore Ravens on Thursday Night Football, Gipson had two solo tackles before leaving the eventual 23–16 road loss in the second quarter after sustaining a knee injury.

[13] During a Week 12 20–14 victory over the Pittsburgh Steelers, Gipson earned his first career start in place of free safety Usama Young and recorded two tackles.

[18] Gipson started in the season-opening 23–10 loss to the Miami Dolphins and recorded three solo tackles, a pass deflection, and an interception.

Gipson and newly acquired free agent Donte Whitner were named the starting safeties to begin the regular season.

[27] During a narrow Week 2 26–24 victory over the New Orleans Saints, Gipson collected eight tackles, a pass deflection, and returned an interception by Drew Brees for a 62-yard touchdown.

[33] During a Week 10 24–3 road victory over the Cincinnati Bengals on Thursday Night Football, Gipson recorded three tackles, a pass deflection, and a forced fumble.

[34] Two weeks later against Atlanta Falcons, he had three tackles, but left the eventual 26–24 road victory in the fourth quarter after colliding with teammate Joe Haden and sustaining a knee injury.

[38] Gipson finished the 2014 season with 52 tackles, eight pass deflections, a touchdown, a forced fumble, a pick-six, and a career-high six interceptions in 11 games and starts.

[6] Head coach Mike Pettine retained Gipson and Donte Whitner as the starting safety duo entering the 2015 regular season.

[42] Gipson started in the season-opening 31–10 road loss to the New York Jets and recorded five combined tackles, a pass deflection, and an interception.

[55] Gipson started in the season-opening 29–7 road victory over the Houston Texans and recorded six combined tackles, two pass deflections, and returned an interception by Deshaun Watson for 67 yards in the fourth quarter.

[57] In the next game against the Steelers, Gipson recorded six tackles, two pass deflections, and intercepted Ben Roethlisberger twice during the 30–9 road victory.

[60] Gipson finished the 2017 season with 64 combined tackles, seven pass deflections, four interceptions, and a fumble recovery in 16 games and starts.

[62] On January 7, 2018, Gipson started in his first career playoff game and recorded five tackles in a 10–3 victory over the Bills during the Wild Card Round.

[72] During a Week 5 53–32 victory over the Falcons, Gipson recorded three tackles, a pass deflection, and a 79-yard pick six off of Matt Ryan.

[76] Gipson finished the 2019 season with 51 combined tackles (34 solo), eight pass deflections, three interceptions, and a pick-six in 14 games and starts.

[80] Two weeks later against the Falcons, he recorded his first interception of the year late in the fourth quarter off a pass thrown by Matt Ryan to secure a 30–26 comeback road victory.

[85] In the Wild Card Round against the Saints, Gipson recorded eight tackles, a pass deflection, and a strip sack on Taysom Hill that was recovered by the Bears during the 21–9 road loss.

[92] Gipson finished the 2021 season with 47 combined tackles, three pass deflections, two interceptions, a fumble recovery, and a sack in 12 games and starts.

[100] Three weeks later against the Raiders, Gipson had four tackles and an interception in overtime to help set up the game-winning field goal in the 37–34 road victory.

[108] In Week 5, during a 42–10 victory over the Cowboys, he intercepted a pass from Dak Prescott in San Francisco territory that he returned for 26 yards.

[109] In the 2023 season, he started in 16 games and finished with one sack, 60 total tackles (41 solo), one interception, and three passes defended.

[111] On July 2, 2024, while still a free agent, Gipson received a six game suspension for violating the league's performance enhancement substance policy.