Keefe has spent over 25 years in professional baseball both as a player and manager. A former third round pick out of high school by the Pittsburgh Pirates in 1992, he spent nine years as a player, reaching Triple A with the San Diego Padres in 1997. His resume as a manager includes 864 total wins, two regular-season championships, and one league title. All 17 years he has spent managing have been in independent baseball, beginning in the Frontier League in 2001 with the Chillicothe Paints, and spending 2013-18 with the Rockland Boulders of the Can-Am League.

During his managerial career, Keefe has had more than 20 players signed by Major League Baseball affiliates. In 2016, his first former player, Stephen Cardullo, was called up to the Majors after playing under Keefe for three seasons. His resume also includes three Can-Am League Manager of the Year awards, winning it once with the Pittsfield Colonials in 2011 and twice with Rockland (2015 & 2016). Keefe also set franchise records with the Boulders, winning 64 games in 2017, advancing to the playoffs in five straight years and winning the league championship in 2014.

In his first season piloting the Rockers, Keefe guided them to a 74-66 record, securing a playoff berth in High Point’s inaugural season.