Tour Méditerranéen
In 1998, he had his best year. He won the Tour Méditerranéen and the Giro di Calabria. In the Tour de France, he won a mountain stage, and after the 16th stage was in seventh place in the general classification, and leading the mountains classification, when corticoids were found in his hotel room. He was questioned by the police, and was not able to start the next stage. Massi was the first rider in history to be arrested for breaking doping laws. Later, all legal charges against him were dropped, but the Italian Olympic Committee banned him for six months.