He won Grey Cup championships in 1999 with the Hamilton Tiger-Cats, 2002 with the Montreal Alouettes, 2005 with the Edmonton Eskimos, and 2007 with the Saskatchewan Roughriders.
He helped the Judges (the team did not adopt the Wild Boar mascot until 1995[5]) win the Varsity Football New England Championship in 1993 and 1994.
Fleiszer attended Harvard University from 1994 to 1998, where he started at fullback as a freshman before moving to defensive end as a sophomore.
A vital member of the team, he was an All-Ivy selection in 1996 and 1997 and helped lead the Harvard Crimson to a 9-1 record in 1997.
Tim played two seasons with the Tiger-Cats, reaching the Grey Cup game in both years and winning in 1999.
A sports agency for NFL/CFL players, and NHL management, GSSM has represented athletes such as Andy Fantuz (Hamilton Tiger Cats), Jon Ryan (Seattle Seahawks), and Chris Getzlaf ( Saskatchewan Roughriders), and management such as Peter Chiarelli (Edmonton Oilers), Randy Carlyle and Mike Singletary.