| TRIATHLON | Sport in which Canadian Olympian Simon Whitfield won gold in Sydney in 2000 |
| GOLDMEDALWINNER | Canadian triathlete Simon Whitfield at the Sydney Olympics, e.g. |
| LONGTRACK | Winter Olympics sport in which Canadian athlete Cindy Klassen excelled, ___ ___ speed skating |
| DENISELEWIS | British heptathlete who won Olympic gold in Sydney |
| PEDROSO | Ivan ___, Cuban long jumper who won an Olympic gold medal in Sydney in 2000 |
| TAE | This sport was included in the Olympics for the first time in Sydney in 2000, ... kwon do |
| OLYMPIC | They were in Sydney in 2000 and Athens in 2004, the ... Games (7) |
| BIATHLON | Olympics! Canadian Olympian Myriam Bedard won gold in it at Lillehammer 1994 and Albertville 1992 |
| TRAMPOLINISTS | Canadian Olympian Rosie Maclennan, and others in her sport |
| FINALDESTINATION | Frightful flick of 2000 in which Canadian actor Brendan Fehr is amongst the cast: 2 wds. |
| TORONTO | Screen star Mary Pickford was born in which Canadian city in 1893? (7) |
| YUKON | The Klondike gold rush was in which Canadian territory? (5) |
| HARRISON | Olympic super-heavy weight boxing champion at Sydney in 2000 (6,8) |
| AUDLEY | Olympic super-heavy weight boxing champion at Sydney in 2000 (6,8) |
| CLOUDBUSTING | Kate Bush song in which Canadian star Donald Sutherland appears in the official music video helping the British singer with a weather contraption atop a hill |
| SASKATCHEWAN | In which Canadian province were songwriters Buffy Sainte-Marie and Joni Mitchell born? (12) |
| DIRECTING | Oscars 2017! Category in which Canadian filmmaker Denis Villeneuve is nominated for "Arrival" (2016) |
| ARSENICANDOLDLACE | 1944 Cary Grant comedy in which Canadian actor Raymond Massey also starred: 4 wds. |
| FIRSTMAN | 2018 film in which Canadian actor Ryan Gosling played astronaut Neil Armstrong (5,3) |
| COCOON | 1985 Ron Howard directed movie in which Canadian actor Hume Cronyn is part of the ensemble cast |