Education
Lookingland graduated from Loyola Blakefield. He attended Bucknell University, playing on the men"s soccer team from 2001 to 2004.
Lookingland graduated from Loyola Blakefield. He attended Bucknell University, playing on the men"s soccer team from 2001 to 2004.
He was a 2004 Third Team All American. In 2003 and 2004, he played for the Chesapeake Dragons of the USL Premier Development League during the collegiate off season. On February 4, 2005, Real Salt Lake selected Lookingland in the second round (thirteenth overall) of the 2005 Master of Library Science Supplemental Draft.
He spent two seasons in Salt Lake.
In 2007, he moved to the Harrisburg City Islanders of the USL Second Division. In 2008, he played for Crystal Palace Baltimore.
In addition to his outdoor career, Lookingland has an extensive indoor career. In 2005, he signed with the Baltimore Blast.
On April 4, 2012, the Baltimore Bohemians hired Lookingland as an assistant coach.