Career
Born in Pordenone, Cimolai has competed as a professional since the 2010 season, competing for the Liquigas–Doimo team until the end of 2011, when he joined the Lampre–Information Systems Development squad for the 2012 season. Cimolai made his Grand Tour début at the 2012 Vuelta a España, where he was the Lampre–Information Systems Development team"s main sprinter in a climber-stacked squad. He finished inside the top ten of a stage for the first time, when he placed seventh on the second stage.
Cimolai"s first two professional wins came in 2015.