The Tampa Bay Times named him to their All-Hillsborough County high school baseball team in 2016, his senior year.
[2] He spent his first professional season with the rookie–level Arizona Complex League Dodgers and Single–A Rancho Cucamonga Quakes, posting a 5.23 ERA across 8 games.
In 49 relief outings split between the two affiliates, he accumulated a 3.38 ERA with 84 strikeouts and 7 saves across 58+2⁄3 innings pitched.
[4] On July 28, 2023, the Dodgers traded Leasure, Nick Nastrini and Trayce Thompson to the Chicago White Sox for Lance Lynn and Joe Kelly.
[8] On March 27, 2024, Chicago selected Leasure's contract after he made the team's Opening Day roster.