During Cassar's seven seasons on the bench at RSL, the club has reached four cup finals: CONCACAF Champions League final in April 2011, the MLS Cup final twice and the U.S. Open Cup final in Oct. 2013. Part of MLS since its inception in 1996, Cassar spent 11 seasons as a goalkeeper from 1996-2006, playing for Dallas (1996-97, 2003-2006), Miami Fusion (1998-2001) and the former New York MetroStars (2002). Cassar appeared in five MLS Cup playoff matches, reaching the U.S. Open Cup final twice. Cassar also spent time with Bolton Wanderers of the Premier League in 2002.