He currently serves as the lead play-by-play commentator with CBC Sports/Sportsnet for Hockey Night in Canada, and calls most national and regional games for the Toronto Maple Leafs on the network.

A power outage struck the Montreal area, which ended the telecast from that city, and CBC was forced to turn to Cuthbert in Washington to provide the full broadcast – play-by-play, analyst, and host.

There was much outrage over his firing, similar to that of Ron MacLean who had almost threatened to leave the network over stalled contract negotiations, as many believed he'd be the successor to Bob Cole.

[20][21][22] Some criticized Lee, who had created the position Manager of Program Acquisitions for CBC Sports to hire her friend Sue Prestedge a year earlier, despite the looming threat of the NHL lockout.

It was also believed that Cuthbert's strong opposition, when CBC chose to drop its popular Hockey Day in Canada broadcast, did not endear himself to Lee.

"[31] He and Healy did the same thing again on November 16, 2007 when he called the Sabres/Montreal Canadiens game at the same arena with Pierre McGuire provided additional analysis from the broadcast booth as an "eye in the sky" while on December 17, 2008, he did this role with Ray Ferraro.

[32] He was the lead play-by-play announcer for men's ice hockey at the 2010 Winter Olympics in Vancouver for CTV with Pierre McGuire, who also worked the tournament for NBC, and his partner Ray Ferraro.

[1][2][33] Just before Canada's Sidney Crosby scored the gold medal-winning goal seven minutes and forty seconds into overtime, Cuthbert said: Pavelski shot, that's saved by Luongo.

He said that he made the change because he will be almost 70 years old by the time that Rogers/Sportsnet's national contract with the NHL expires in 2026, and there was no guarantee that he will have any more opportunity to call Hockey Night in Canada games again.

[45] After Jim Hughson retired from broadcasting, Cuthbert took his place as the lead announcer for Sportsnet and Hockey Night in Canada alongside Simpson, starting with the 2021–22 NHL season.

In 2006, Cuthbert received another Gemini, this time with his TSN CFL colour commentator, Glen Suitor, for Best Sports Play-by-Play or Analyst.