Dumont is known for his exceptional amplitude in half-pipe competitions, regularly reaching heights up to 20 feet (6 m) out of the pipe, and for his signature big-air trick, the superman double-frontflip.

In 2006-07, Dumont overshot a 100-foot (30 m) jump in Park City, Utah, by some 80 feet (24 m), landing flat, rupturing his spleen and breaking his pelvis in three places, but he returned to skiing only two months later.

However, the group has withdrawn from all future JOSS events because of an argument with Olsson about the release date of their video for the competition.

On April 11, 2008, Simon Dumont set the current world quarter-pipe height record at Sunday River in Bethel, Maine.

[2] Previous attempts earlier in the week had resulted in Dumont falling 55 feet after hitting an over-vert section of the quarter-pipe.

On various other attempts, Simon hit the snow with a flat landing, severely bruising his heel in the process.

On April 11, 2009, Dumont hosted what was called the inaugural occasion of an annual contest for skiers ranging in age from about 8 to 18 at Sunday River.

The first-place prize was $10,000,[citation needed] won by American freestyle skier Tom Wallisch.

During finals, Schlopy and nine others competed against such freeski professionals as Simon Dumont, Peter Olenick, Jossi Wells, and Henrik Harlaut.

The fourth annual Dumont cup took place March 24, 2012 despite record-high temperatures and low snow levels.

1 Gus Kenworthy 94.7 2 Nick Goepper 93.0 3 Bobby Brown 92.0 4 Evan McEachran 89.0 5 Alex Bellemare 88.0 6 Torin Yater Wallace 87.0 7 Robby Franco 82.3 8 Oscar Wester 77.7 9 Alex Hackel 75.7 10 Cody Cirillo 75.0 11 Tim Ryan 69.0 12 Scott Nelson 63.3 13 Joss Christensen 54.7 14 Colby Stevenson 45.0 15 Noah Morrison 35.3 On April 25, 2009, Simon participated in the Volkswagen Jetta TDI Cup season opening race at Virginia International Raceway as a guest driver in the Red Bull-sponsored #10.

Simon credits pro skiers Angus Nelson and Jonathan Schulz for his inspiration to start skiing.