Robert Gerwin II played his High School Golf at Saint Xavier in Cincinnati before playing college Golf at Furman University. At Furman, Gerwin was the Captain in both the 1987-88 and 1988- 89 seasons. After a short stint as a Professional, Robert returned the Amateur game and has had a stunning career since.

Gerwin has played in 35 USGA Championships including 15 U.S. Amateur Championships and 14 U.S. Mid-Amateur Championships. In 1997, Gerwin lost in the Quarterfinals of the U.S. Amateur and in 2009 he advanced to the Semi-finals of the U.S. Mid-Amateur.

Gerwin has competed in three British Amateur Championships with his best finish being in 1998 at Muirfield. He also competed in and four St. Andrews Links Trophy Championships. He has won both the Inverness Mid-Amateur and the Inverness Two-Man twice.

Gerwin is a two-time winner of the Ohio Amateur Championship, in 1996 and 2001, both in playoffs. Gerwin became the second player ever to win the Ohio Mid-Amateur and Ohio Amateur in the same year, accomplishing this in 1996.

Gerwin is a five-time Greater Cincinnati Golf Association Champion and 18-time club champion at The Camargo Club. He currently holds four Course records in competition including a 59 at Camargo Club during the club championship.