Born in Santa Barbara, California, Randolph learned the game of golf from his father, Sam Randolph Sr., who was the head professional at La Cumbre Country Club for 38 years.

[1] As a teen, Randolph and fellow future PGA Tour player, Billy Andrade, won the Junior World Cup in 1981.

Randolph played college golf for the University of Southern California and was a three-time first-team All-American with 13 collegiate wins.

He played on the PGA Tour from 1987 to 1992, and won one event, the 1987 Bank of Boston Classic.

[1] *Note: The 1987 Bank of Boston Classic was shortened to 54 holes due to rain.