At the 1998 Winter ,Olympics in Nagano, Japan, he was the silver medalist in the Super-G, where he had the exact same time as Hans Knauss resulting in a rare sharing of the medal (no bronze medal awarded).

Cuche has 14 World Cup victories, 54 podiums and 156 top ten finishes. He has three wins at the famous Hahnenkamm downhill race in Kitzbühel, Austria. His victories there came twelve years apart, in 1998, 2008 and 2010.

During the 2007 season, Cuche was in top form, winning the downhill season title, and scoring four podium finishes, all second places. In the Bormio Downhill on December 28, 2006, he finished second, 0.01 seconds behind winner Michael Walchhofer, the smallest measurable amount in ski racing.

Cuche repeated as the World Cup downhill season champion in 2008 with 584 points, five ahead of overall champion Bode Miller. Cuche finished third overall and nearly won the Super-G season title, finishing a single point behind champion Hannes Reichelt.

At the 2009 World Championships in Val d'Isère, France, Cuche won the Super-G and was the silver medalist in the downhill.

A week after winning the Super-G and downhill at Kitzbühel in 2010, Cuche broke his right thumb in the giant slalom at Kranjska Gora, Slovenia on January 29th, two weeks before the 2010 Winter Olympics. The injury brought doubts to Cuche's Olympic participation and he was immediately flown to Switzerland. After successful thumb surgery, he was cleared to compete in the Olympics.

Cuche had a disappointing Olympics and did not medal, however he regained the title of World Cup downhill champion for the 2010 season at the first post-Olympic race. Cuche won the downhill on the challenging Olympiabakken course at Kvitfjell, Norway, on March 6th for his fifth World Cup victory of the season. Until 2010, Cuche had never won more than two World Cup events in a single season.

Cuche switched from Atomic to Head skis following the 2006 season, joining Bode Miller and Hermann Maier.