Derrick has been in professional baseball for 31 years as both a player and coach. Derrick spent parts of 10 seasons in the Major Leagues compiling a .271 lifetime MLB average with the Cubs, Brewers, Astros, Phillies, Expos and Orioles. After his MLB career he played three seasons in Japan for the Chiba Lotte Marines.

Derrick was born in Rochester, NY, but grew up in Delaware. He was a three-sport athlete at Newark High School. While in high school he was a part of three State Championships (1) Baseball ’84 and (2) Football ’84 and ’85. He was a three-time All-State selection in baseball and one-time All-State selection in football. After high school Derrick accepted a scholarship to play football and baseball at Virginia Tech. Derrick was a first-round pick (9th overall) by the Chicago Cubs in 1986.

Derrick has three sons (Derrick Jr, Donovan and Devon), two of which, Derrick Jr. and Donovan, play baseball at Villanova University. His father Dave played Major League Baseball for 12 seasons for the Orioles, Brewers, Braves, Rangers and Pirates. Derricks brother, Dave Jr., is a Major League Scout for the Toronto Blue Jays.

​Coaching/Managing Experience:

  • Minor League Hitting Coach for Cardinals and Rockies for six years
  • Hitting Coordinator for Cardinals for five years
  • Assistant Major League Hitting Coach for Cardinals
  • TBW College Team Head Coach
  • Former Manager of the Frederick Keys in 2021

Other Honors:

  • Delaware Athlete of the Year in 1993

  • 2014 Inductee in the Delaware Sports Hall of Fame
  • 2014 St. Louis Cardinals Organization George H. Kissell Award winner for Excellence in Player Development
  • 2019 Delaware Baseball Hall of Fame

Derrick is available for private instruction, instruction at camps and special events and helps with the Badgers in various roles.

Email to schedule Derrick May.