[3][4] Prior to the 2010 MLB draft, Fangraphs called Taillon the best high school pitching prospect since Josh Beckett (1999).[9] Baseball America's Jim Callis reported that Taillon's deal included a $6.5 million signing bonus, the second-highest in draft history.Taillon underwent Tommy John surgery in April 2014 to repair damage to the ulnar collateral ligament of the elbow in his throwing arm, costing him the 2014 season.[17] Facing off against fellow 2010 first rounder Noah Syndergaard in his debut, Taillon threw 6 innings, giving up 3 runs on 6 hits, 2 walks, and 3 strikeouts, not receiving a decision in the eventual 6–5 loss.After the game, Taillon was optioned back to Triple-A, but not without receiving compliments from his manager, Clint Hurdle, on his effort, saying, "This kid's poured into everything he's done."[18] However, his stay in Indianapolis was very brief, as an injury to Gerrit Cole necessitated a move to bring Taillon back into the rotation.[19] On June 14, Taillon made his second start, also against the Mets, throwing 8 scoreless innings, carrying a no-hitter into the seventh before it was broken up by Curtis Granderson, and recording his first win in the 4–0 victory.[20] On January 24, 2021, the Pirates traded Taillon to the New York Yankees for prospects Miguel Yajure, Roansy Contreras, Maikol Escotto, and Canaan Smith-Njigba.[29] On March 12, 2024, Cubs manager Craig Counsell informed reporters that Taillon would likely be starting the 2024 season on the injured list with lower back tightness.