Career
Casolla started his career at Vis Pesaro. ca. 2006-2007 season he was signed by Cesena. Casolla was loaned to Bellaria in 2007-2008 season for their Allievi team (usually U16 for Lega Pro clubs) He returned to Cesena for their Allievi under-17 team in 2008-2009 season.
Casolla started his senior career at amateur (non fully professional) club Riccione, a minor team in the Province of Rimini in 2010-2011 Serie Doctorate. In the next season the club moved to Rimini and renamed as Real Rimini, also in the fifth division.
On 30 August 2011 Casolla returned to Cesena but immediately left for San Marino Calcio in temporary deal with option to sign half of the registration rights. On 21 June 2012 San Marino excised the option for €5,000.
During 2012-2013 season San Marino acquired Casolla outright for €500. On 6 August 2013 Casolla was signed by Teramo in another co-ownership deal.
Casolla made his debut on 1 September.
Casolla played his first start on 7 September. In June 2014 Teramo acquired him outright.
