Education
Saint Joseph High School.
Saint Joseph High School.
After a four-year career at Marquette University, McCaskill was selected by the National Basketball Association"s Orlando Magic with the 49th pick (2nd round) of the 1996 National Basketball Association Draft. He appeared in 4 seasons with as many teams: 1996-1997 with Orlando, 2001-2002 with the San Antonio Spurs, 2002-2003 with the Atlanta Hawks and 2003-2004 with the Philadelphia 76ers. After his release from Orlando in 1997 (and Philadelphia in 2004), McCaskill played as an import in Greece, Spain, Venezuela, Puerto Rico, Italy and Lebanon.
In the United States, McCaskill also appeared for the College of Business Administration"s Fort Wayne Fury in 1997-1998, and the Albany Patroons (2007-2008).
In June 2008, McCaskill moved to the Philippine Basketball Association, as an import for the Magnolia Beverage Masters, helping the team reach the semi-finals.