Born in
Città di Castello, in the province of Perugia, in Umbria region, Calderini was a youth product of
A.C. Perugia. He played for both under-17 and U18 team in 2004–05 season. After the bankruptcy of Perugia, he joined Serie B club
Arezzo. He spent seasons in the reserve team. In January 2007 he left for
Serie C1 club
Juve Stabia. Calderini left for Serie D club
Flaminia in 2008. He played 34 times for the Lazio club in the top division of amateur football (and fifth division of Italy until 2014).
Frosinone In July 2009 he was signed by fellow Lazio club
Frosinone. However, he failed to secure a place in the Serie B club. On 31 August 2009 Calderini left for
Lega Pro Prima Divisione (ex–Serie C1) club
Foligno. Calderini and
Guarracino were signed by
Lega Pro Seconda Divisione (ex–Serie C2) club
Sangiovannese on 12 July 2010. Frosinone relegated to L.P. Prime Division from Serie B in 2011.
Aprilia On 26 August 2011 Calderini was sold to L.P. 2nd Division club
Aprilia.
Cosenza In July 2013 Calderini was signed by
Cosenza. The club was among 6 additional teams that admitted to the fourth division from
2013–14 Serie D to fill the vacancies on 5 August (originally 9, now 13 promoted plus 2 re-admission of relegated teams). However at the end of season also saw the merger of the divisions of Lega Pro, as well as reduction of 69 teams to 60 teams (increased from 9 relegated teams to 18 teams). Cosenza mathematically promoted to
Serie C after the round 30 matches. That season Calderini scored 7 goals as team joint-second topscorer, along with
Manolo Mosciaro behind
Gianluca De Angelis (11 goals) and ahead
Jonatan Alessandro (5 goals).
Carrarese On 22 August 2019, he signed with
Carrarese.
Cavese On 12 January 2021, he moved to
Cavese.
Serie D On 5 August 2021, he joined Tiferno Lerchi in
Serie D. ==References==