Leipheimer won the 2008 Tour of California. At the last minute, Astana was admitted to the Giro d'Italia, and Leipheimer finished 18th, helping teammate Contador to victory. He won the bronze medal at the Beijing 2008 Summer Olympics in the road time trial. Leipheimer won both time trials of the 2008 Vuelta a España, leading the race after the fifth stage, and placed second overall.