Before entering municipal politics, Feldman was a businessman who founded Teela Data Management, a company specializing in real estate information, which was sold to Moore Corporation Ltd. in 1982.

[1] Feldman was elected in 1992 in a by-election to North York council to replace longtime councillor Irv Chapley who had died in office early in the year.

When David Miller, a social democrat, was elected, one of his first appointments was to name Feldman one of his three Deputy Mayors, jointly with Joe Pantalone and Sandra Bussin.

The left-wing alternative weekly newspaper ‘’Now‘’ magazine wrote that “Miller has long respected Feldman’s financial acumen and his commitment to neighbourhood issues.

The retired business executive is a straight-shooting conservative who can get along with both sides at council and give North York a high-profile voice at City Hall.”[3] After the 2006 election, Miller appointed a single deputy mayor, Pantalone.