It has been a scintillating start to the decade for the Canadian national team.

In 2022, Canada returned to the FIFA World Cup after 36 years. In 2024, they made it all the way to the Copa América semifinals. And in 2026, they will co-host the World Cup alongside the USA and Mexico.

This year, meanwhile, Jonathan David could become the 13th Canadian footballer to play in the Premier League, with the Lille sharpshooter earning interest from a number of English sides like Chelsea and Liverpool as he enters the final weeks of his contract. But how have the previous Canadian players fared in the Premier League? Let’s take a look at the ten best Canadian footballers in the modern history of England’s top-flight.

He may have been born in Toronto, but Jim Brennan made his name in England. Brennan was just a teenager when he traversed the Atlantic and joined Bristol City, where he polished his skills as a hard-nosed left back.

He joined Nottingham Forest in 1999, spending four years at the City Ground before joining Norwich City. Brennan helped Norwich achieve promotion but was never able to establish himself in the top-flight, making just 10 Premier League appearances as Norwich were relegated.

He enjoyed a brief spell at Southampton before returning to the Six and becoming Toronto FC’s first-ever captain.