Trickett was redshirted as a freshman in 2010. As a redshirt freshman in 2011, Trickett was a backup to EJ Manuel. He made two starts during the season due to injuries to Manuel and played in nine games overall. In his first career start against Clemson, he completed 24 of 38 passes for 336 yards and three touchdowns. Overall, he completed 44 of 72 passes for 675 yards, seven touchdowns and four interceptions. As a sophomore in 2012, he appeared in eight games as Manuel's backup, completing 22 of 34 passes for 272 yards. After Manuel graduated, Trickett was expected to compete with Jameis Winston and Jacob Coker for the starting job for the 2013 season.
Trickett transferred to the West Virginia University in May 2013. In his first season at West Virginia, Trickett played in eight games with seven starts. He completed 123 of 233 passes for 1,605 yards, seven touchdowns, and seven interceptions. As a senior in 2014 Trickett was named the starter for the season. He started 11 games, completing 281 of 419 passes for 3,285 yards with 18 touchdowns and 10 interceptions.
On December 26, 2014, Trickett announced he was retiring from football after sustaining five concussions in 14 months.
Trickett started his coaching career in 2015 as the quarterbacks coach at East Mississippi Community College (EMCC) in Scooba, Mississippi, one of the most successful JuCo programs in the country in recent years. He was featured prominently in the Netflix series Last Chance U, which chronicled EMCC's 2015 and 2016 seasons.
In early 2017, Trickett accepted the position of tight ends coach at Florida Atlantic under Lane Kiffin.