Before he came to Executive Search Partners, Kenny enjoyed a ten-year career in professional baseball, with two years spent in the Major Leagues. During the 1988 MLB Draft, he was drafted by the New York Yankees as their 7th pick in the 10th round and pitched for them until he was traded to the New York Mets. He later also played for the San Francisco Giants. He continues to participate to this day in public and media events promoting baseball and is involved as a consultant/speaker for youth baseball and proper coaching techniques. Kenny graduated from the University of Massachusetts, Amherst, where he earned his B.S. in Sports Management in 1989.

A resident of Cohasset, Massachusetts with wife Abby and three children, Kenny enjoys coaching youth sports, golfing, fishing, family events, and Country Music. He and his wife are very active in their local church and community activities.