On 19 November 2007, English football magazine World Soccer included De Silvestri in their list of the 50 most promising talents.

[5] On 19 December 2007, just over a year after his debut goal against Rende, De Silvestri scored again in the Coppa Italia, this time against Napoli.

He dedicated his goal to his close friend and fellow Lazio fan Gabriele Sandri, who was shot dead by a policeman at a service area near Arezzo.

Since making his debut, De Silvestri has continued to improve the technical and tactical aspects of his game under the guidance of manager Delio Rossi.

However a number of disagreement between De Silvestri and his club arose, most notably regarding difficult talks regarding the extension to his contract with Lazio.

Under new Fiorentina boss Siniša Mihajlović, De Silvestri was originally confirmed as a regular, but successively lost his place as a starter in favour of Gianluca Comotto after the poor performance the team.

[10] On 18 August 2016, De Silvestri was signed by Serie A rivals Torino for a reported transfer fee of €3.6 million plus bonuses.

[13] De Silvestri made his international debut at the U-16 level in June 2003, the team was mainly consist of born 1987 players aiming for 2004 UEFA European Under-17 Football Championship.