As a teen, I played a lot of tennis. I used to follow tennis pretty closely, rooting for John McEnroe then Boris Becker. I always held out hope Canada could develop a top notch mens singles player. We never did.
Canada's inability to produce a single excellent men's singles tennis player is mind boggling. There have been a few decent female players, and at least a couple of excellent doubles players, but not one male player who could even upset their way into a semi-final match. The highest ranking Canadian male in singles play was Andrew Sznajder who somehow got ranked #46 in September 1989. You're forgiven if you've forgotten about Andrew Sznajder.
We've done okay with doubles, however. Grant Connell reached #1 back in 1995 and Daniel Nestor won Wimbledon earlier today with Nenad Zimonjić. Nestor has had a great career, winning 5 Grand Slam titles and an Olympic gold medal. Still, a decent singles competitor eludes us, although we came close...
I seem to recall a young Montreal-born player with promise. His name was Greg Rusedski, as I recall, but in 1995 he decided he could make more money as a Brit. He actually got to the US Open final in 1997, but he was wearing the wrong flag on his backpack.
Will there ever be an elite male singles tennis player from this country?