Caugherty graduated from college early, in the winter of 2004, and was drafted by the Kansas City Wizards of Major League Soccer with the forty-seventh overall pick in the 2005 MLS Supplemental Draft. However, Caugherty expressed his desire to play abroad, and he eventually moved overseas to Europe without signing with MLS. Soon after being drafted by the Wizards, Caugherty moved to Denmark and signed with Odense-based club B 1909, a Danish second division team, before the start of the 2005 MLS season. He made an immediate impact in his professional debut for the club, gaining Man of the Match honors in his first five games with the club. Caugherty quickly gained attention from Danish Superliga clubs but saw a move to Viborg fall through. In the summer, Caugherty was offered a new two-year contract which he did not sign.
