2022 (Seattle): Cleveland started seven matches for Seattle in 2022, tallying 28 saves, including seven in a single match at Austin FC (March 20), and compiled a 1.14 goals against average. The Dayton, Ohio native also started one match for Tacoma Defiance, recording four saves.
2021 (Seattle): Cleveland set MLS career highs in starts (15), minutes played (1,350), shutouts (3) and saves (29) while filling in for Stefan Frei for an extended period of time due to injury. His Sounders FC debut came in a 2-0 victory over LAFC at Lumen Field (May 16), where he made three saves and kept a clean sheet. Cleveland won Man of the Match two weeks later when he made three saves in a scoreless draw against Austin FC (May 30). He also made two starts for Tacoma Defiance in USL Championship action.
2020 (Seattle): Cleveland did not feature in any MLS games during the season, which was shortened due to the COVID-19 pandemic.
2019 (Lansing Ignite FC): Started all 22 of his appearances while on loan with USL League One club Lansing Ignite FC, totaling 1,980 minutes. Cleveland allowed 26 goals and made 67 saves while posting seven shutouts.
2018 (Chicago Fire FC): Cleveland started all five of his appearances in MLS regular season play and totaled 450 minutes. He allowed eight goals and made 25 saves while posting a 1-3-1 mark for Chicago. Cleveland earned his first career victory on September 29, 2018 when he made five saves in a 3-1 win vs. LAFC.
At Louisville, Cleveland appeared in 22 games for the Cardinals in 2016 and earned 10 shutouts en route to a 0.72 goals against average. He spent his first three collegiate seasons at Dartmouth, where he appeared in 33 games and earned 16 shutouts, and was named 2015 Ivy League Defensive Player of the Year.