Wiles began the 2014 season with the Single-A Hickory Crawdads.[3] Making 17 appearances (8 starts), he logged a 2-3 record and 4.06 ERA with 42 strikeouts in 57+2⁄3 innings. He returned to Hickory in 2015, making 22 appearances (20 starts) and improving to an 11-3 record and 2.96 ERA with 72 strikeouts in 130+2⁄3 innings pitched.[4] Wiles was assigned to the High-A High Desert Mavericks to begin the 2016 season.[5] He started 23 games for the Mavericks, registering a 3-8 record and 4.89 ERA with 80 strikeouts in 127 innings pitched.
In 2017, Wiles spent the year with the Frisco RoughRiders. He made 28 appearances (25 starts) for the team, registering a 9-12 record and 4.86 ERA with 107 strikeouts in 150 innings pitched.[6] On May 9, 2018, Wiles underwent Tommy John surgery, ending his season. In 4 starts for Frisco, he had posted a 6.10 ERA with 26 strikeouts in 20+2⁄3 innings of work.[7]
He returned to action in June 2019 with the rookie-level AZL Rangers. In 13 combined appearances (11 starts) between the AZL Rangers, High-A Down East Wood Ducks, and Double-A Frisco, Wiles logged a 1-5 record and 5.36 ERA with 41 strikeouts in 48+2⁄3 innings of work.[8] Wiles did not play in a game in 2020 due to the cancellation of the minor league season because of the COVID-19 pandemic.[9] He became a free agent following the season on November 2.[10]
On December 28, 2020, Wiles re-signed with the Rangers organization on a minor league contract.[11] He was assigned to the Triple-A Round Rock Express to begin the 2021 season.[12] In 23 games (11 starts), Wiles posted a 7-2 record and 4.19 ERA with 82 strikeouts in 86 innings pitched. He elected free agency following the season on November 7, 2021.[13]
Oakland Athletics
On March 10, 2022, Wiles signed a minor league contract with the Oakland Athletics organization.[14] He began the year with the Triple-A Las Vegas Aviators, making 26 starts and posting a 9-11 record and 5.40 ERA with 106 strikeouts in 143+1⁄3 innings pitched.[15]
On September 11, 2022, Wiles was selected to the 40-man roster and promoted to the major leagues for the first time.[16] He made 4 appearances for Oakland, pitching to a 4.66 ERA with 9 strikeouts in 9+2⁄3 innings of work.[17] His season ended on September 30 after he suffered a strain in his throwing shoulder.[18] On November 3, he was removed from the 40-man roster and sent outright to Triple-A.[19] He elected free agency following the season on November 10.[20]
Milwaukee Brewers
On December 20, 2022, Wiles signed a minor league contract with an invite to spring training with the Milwaukee Brewers. Wiles was released by the Brewers organization on February 3, 2023. The release came shortly before Wiles underwent season-ending surgery on his right shoulder.[21]
Texas Rangers (second stint)
On April 18, 2024, Wiles signed a minor league contract with the Texas Rangers.[22] In 4 starts split between the Triple–A Round Rock Express and rookie–level Arizona Complex League Rangers, he struggled to a combined 6.23 ERA with 7 strikeouts over 8+2⁄3 innings. Wiles was released by the Rangers organization on July 29.[23]
