In the United States, McCaskill appeared for the CBA's Fort Wayne Fury in 1997-98 and the Albany Patroons in 2007-08.He is currently playing in the Philippine Basketball Association as an import for the Magnolia Beverage Masters which is now in the semi-finals.
In the United States, McCaskill appeared for the CBA's Fort Wayne Fury in 1997-98 and the Albany Patroons in 2007-08. In June 2008, McCaskill moved to the Philippine Basketball Association, as an import for the Magnolia Beverage Masters, helping it reach the semi-finals.