Conway remained a capable backup keeper for the Quakes, playing in the occasional US Open Cup games and when Onstad was injured or away on international duty.

[2] In 2006, Conway finished best among all goalkeepers in MLS with a 1.00 GAA (goals against average) and compiled a record of 7 wins, 2 losses and 3 ties with 5 shutouts.

On June 29, 2009, Conway was released by New York to free a spot for Senegalese goal keeper Bouna Coundoul.

He continued to make non-league appearances for Toronto throughout the 2010 season within the Canadian Championship and the CONCACAF Champions League.

Conway had a stand out performance versus Real Salt Lake in the Champions League in a 1–1 home draw on September 28, 2010, setting up teammate Jacob Peterson with a long throw to start the break.

He made his first league appearance for Toronto on October 16, 2010, in a 2–2 home draw versus Columbus Crew in which he received a red card in the 72nd minute.