After completing his eligibility at USC Salkehatchie, he transferred to USC Aiken. Reggie was drafted out of USC Aiken and eventually had his Major League debut on September 8, 1992.
He played for the California Angels in 1992, the Los Angeles Dodgers in 1995 and the Anaheim Angels in 1998 and 1999.
The father of six children, Williams currently resides in Tampa, Florida. He coaches competitive travel baseball teams from ages 10–18 called The Dawg Pound. His baseball facility is called Dream Makers. All of the coaches that are in the program have coached or played Major League Baseball.
On March 3, 2022, Williams was hired as the manager for the Brockton Rox of the FCBL.