Benny Castillo (born July 15, 1966 in Santo Domingo, Dominican Republic) is a former professional baseball player and manager.
Raised in the Bronx, New York, Castillo attended Park West High School, where he was coached by the late Mr. Paul Gordon, who was a mentor & father figure to both Castillo & future MLB player Devon White. Castillo played American Legion Baseball with the Youth Service League Program (1981–1990) out of the Parade Grounds in Brooklyn run by Mel Zitter.
As a freshman, Castillo attended and played at Central State University in Ohio. As a sophomore, he transferred to The Community College of Baltimore, where he was drafted in the 4th round of the 1986 MLB draft by the Cleveland Indians. Opting to pass up pro ball at the time, Castillo enrolled at Oklahoma State University (OSU) where he was coached by the legendary Hall of Fame coach Gary Ward. While Castillo was a junior in 1987, OSU reached the championship game in the College World Series against Stanford University, losing 9 to 5 to future MLB pitcher Jack McDowell.
Castillo was drafted again in the 1988 Major League Baseball draft by the Detroit Tigers organization, beginning his career there that season. A well-traveled player, he played for such teams as the Appalachian League's Bristol Tigers (1988), the South Atlantic League's Fayetteville Generals (1988–89), the Pioneer League's Salt Lake City Trappers (1991), the Florida State League's Charlotte Rangers (1992), the Texas League's Tulsa Drillers (1993), The Saint Paul Saints of the Northern League (1994 & 1998) and the Eastern League's Canton–Akron Indians (1995).