Whitley made his professional debut with the Gulf Coast Rays and was promoted to the Hudson Valley Renegades to end the season.[11][12] He posted a combined .174 batting average with three home runs and 17 RBIs in 42 games between both teams. He returned to Hudson Valley in 2016, where he improved, batting .266 with one home run and 31 RBIs along with 21 stolen bases in 65 games. In 2017, he played for the Bowling Green Hot Rods where he posted a .249 batting average with 13 home runs, 61 RBIs, and 21 stolen bases over 104 games.[13]
Whitley played with the Perth Heat for the 2017-18 Australian Baseball League season. He missed all of the 2018 season due to injury, but returned to play in 2019 with the Charlotte Stone Crabs, slashing .226/.339/.412 with ten home runs and forty RBIs over 114 games.[14] He did not play a minor league game in 2020 due to the cancellation of the minor league season caused by the COVID-19 pandemic.[15] Whitley split the 2021 season between the Montgomery Biscuits and Durham Bulls, slashing .229/.338/.444 with 13 home runs, 35 RBIs, and 12 stolen bases over 88 games. He elected free agency after the season's end.[16]
On December 9, 2021, Whitley signed a minor league contract with the Milwaukee Brewers.[17] In 2022, Whitley played in 88 games split between the Double-A Biloxi Shuckers and Triple-A Nashville Sounds, hitting a cumulative .220/.355/.385 with 10 home runs, 35 RBI, and 19 stolen bases. He elected free agency following the season on November 10, 2022.[18]
On December 24, 2022, Whitley signed a minor league contract with the Philadelphia Phillies.[19] He was assigned to the Double-A Reading Fightin Phils to begin the 2023 season, but struggled to a .161/.226/.232 batting line with one home run and 5 RBI in 15 games. He was released by the Phillies organization on May 25, 2023.[20]
