The
Tampa Bay Rays selected Simpson in the Competitive Balance section of the second round of the
2022 Major League Baseball draft. He was assigned to the
Florida Complex League Rays after signing with the team and batted .370 with eight stolen bases in eight attempts in eight games played. Simpson split the 2023 season between the Single-A
Charleston RiverDogs and High-A
Bowling Green Hot Rods. In 115 appearances for the two affiliates, he batted .293/.373/.345 with no home runs, 31 RBI, and a league-leading 94 stolen bases (tied with
Victor Scott II). In 2024, Simpson made 110 appearances split between Bowling Green and the Double-A
Montgomery Biscuits, batting a combined .355/.410/.397 with one home run, 29 RBI, and a league-leading 104 stolen bases (becoming the first player since
Billy Hamilton in 2012 to achieve the feat). Simpson began the 2025 season with the Triple-A
Durham Bulls. On April 18, 2025, Simpson was selected to the
40-man roster and promoted to the major leagues for the first time. On July 19, Simpson extended a hitting streak to 18 consecutive games, which set a new standard for Rays rookies, beating
Rocco Baldelli and
Delmon Young who had previously held the mark at 13. ==International career==