[7] In his fourth attempt, Triplett earned his PGA Tour card in December 1989 at the qualifying tournament near Houston,[4][8] and was a rookie in 1990.

The latter included a hole in one, late in the fourth round at the par-3 16th (Redbud); in the preceding pairing ten minutes earlier, Pádraig Harrington had also aced it.

[15] Eligible to play on the Champions Tour in 2012 after March 29, Triplett won in his eighth attempt on July 9, at the Nature Valley First Tee Open at Pebble Beach.

Triplett shot a tournament record 9-under-par at the Principal Charity Classic at West Glen Oaks Country Club in Des Moines, Iowa.

[19] In September 2019, Triplett won the PURE Insurance Championship at Pebble Beach Golf Links in a playoff over Billy Andrade.