Career
Chievo–Vicenza swap and loans
Benedetti started his career at Serie A club Chievo. On 24 June 2010, 5 days before the closure of 2009-2010 financial year of "A.C. (before Christ) Chievo-Verona s.r.l." and "Vicenza Calcio South.p.A.", Benedetti was swapped with Mattia Minesso. Both club also retained 50% registration rights for €1M as part of co-ownership deal.
Benedetti signed a 4-year contract.
The deal made both club had an immediately selling profit on both players, a speculative future re-sell revenue and/or speculative players performance and a heavy cost in the future as amortization. Both players were loaned to Lega Pro clubs.
Benedetti joined Pro Patria of the second division of Lega Pro (exSerie C) in July 2010. Benedetti was the starting defender of Pro Patria with 27 league appearances.
Chievo return, loans
That month, Chievo also swapped with other clubs as a trick to "fix" the financial situation.
Chievo failed to find a new buyer for Benedetti or may led to immediate negative financial impact., and Chievo chose to amortize the €2M in installments in the lifespan of his contract, despite it was impaired with the benefit (income or performance) generated by the player. = Pisa (loan) Benedetti spent his 2011-2012 season at Lega Pro Prima Divisione club Pisa. (Likes his team-mate Amedeo Calliari at South Tyrol who also swapped to other clubs in 2009-2010 season).
Benedetti was the starting left-back (wing-back) of Pisa in 4–4–2 or 3–5–2 formation.
In July 2012 the loan was renewed. = Lumezzane (loan) On 9 July 2013 he was signed by Lumezzane.
The loan was renewed again on 17 July 2014. = Reggina (loan) On 2 February 2015 he was signed by Reggina along with Kevin Magri.
= Cittadella (loan) On 24 July 2015 Benedetti, Yusupha Bobb and Lamin Jallow were signed by Associate of Science Cittadella in temporary deals.