After spending all of the 1997 season injured with a torn ACL, Cassar was selected tenth overall in the 1997 MLS Expansion Draft by the Miami Fusion.

Upon Miami's contraction at the end of the 2001 season, Cassar was again selected by the Burn in the 2002 MLS Dispersal Draft, but failing to make the team, went looking for work overseas.

[2] Cassar returned to the United States at the end of the English season, and signed with the Atlanta Silverbacks of the A-League, for whom he appeared in six games.

Following the 2003 season, the Burn brought in a new coach, Colin Clarke, who traded away Countess and replaced him with Scott Garlick.

[3] Jeff was called on as a goalkeeper coach for the U.S. Men's National Team in September 2013 during their world cup qualification bid against Mexico.