Kestenholz was Snowboard World Champion in 2000 and 2001. He won the first ever Olympic Medal in Snowboarding: Bronze at the 1998 Winter Olympics (Giant Slalom). He's a two times Gold medalist/Winner at the Winter X-Games in Boardercross/BoarderX. After his third Olympic Games of Torino 2006, Ueli quit the Worldcup circuit to focus 100% on Freeriding. Besides Freeriding on a Snowboard, he became one of the pioneers of Speedriding/Speedflying in Switzerland. Together with Mathias Roten they created Playgravity, an award winning multisport-movie, showing their amazing speedriding-descent of Eiger, Monch and Jungfrau in one day. In May 2009 he did a speedriding first descent of the famous Matterhorn.