Derrick May enjoyed a remarkable 10-season career in Major League Baseball, showcasing his talent as an outfielder with six different teams. Starting with the Chicago Cubs (1990–1994), he made an immediate impact with his powerful bat and steady presence in the outfield. He continued to excel with the Milwaukee Brewers (1995), Houston Astros (1995–1996), Philadelphia Phillies (1997), Montreal Expos (1998), and Baltimore Orioles (1999). Throughout his career, Derrick was known for his consistent hitting and professionalism on and off the field. His journey through MLB is a testament to his dedication, adaptability, and love for the game.