He began seeing more consistent playing time towards the end of his 2019 freshman season and made two appearances in the College World Series,[2][3][4] finishing the year with a 5.31 ERA with 47 strikeouts in 62+2⁄3 innings pitched.
[5] Fitts made six appearances as a sophomore in 2020, with a 1–0 record and a 2.77 ERA with 16 strikeouts before the season was cut short due to the coronavirus pandemic.
[11] He won the 2023 Eastern League Pitcher of the Year Award with the Double–A Somerset Patriots after logging an 11–5 record and 3.48 ERA with 163 strikeouts across 27 starts.
[12] On December 5, 2023, the Yankees traded Fitts, Greg Weissert, and Nicholas Judice to the Boston Red Sox in exchange for Alex Verdugo.
[14] He began the year with the Triple–A Worcester Red Sox, compiling a 9–5 record and 4.17 ERA with 111 strikeouts over 24 games (23 starts).