Guy Laliberté

Position: CEO of Cirque du Soleil
Year: 2009
Complex says: While Dennis Tito was the first tourist in space, Guy Laliberté became the first Canadian tourist to go into space in 2009, (Canadians always need a late pass with shit). Laliberte spent 12 days in space, with the whole experience costing him $38 million. Which doesn't even put a dent into the $2.5 billion he's holding.

Laliberte got his fortune by starting Cirque du Soleil, the Canada-based circus company, so even in space, the clown in him never left. He was on the spacecraft wearing a clown nose, cracking jokes to the other astronauts, and putting on an endless show. Unsurprisingly, there hasn't been a Canadian in outer space since.