Simone Sini

Roma

Sini joined Lecce on a season-long loan deal with the option for Lecce to co-own the player at the end of the season for €1 million. Andrea Bertolacci also joined Lecce in similar deal. He made his Serie A debut on the first day of the 2010–11 season in a 4–0 drubbing away to Milan. On 5 August 2011, he joined A.S. Bari on a long season loan deal that brought teammates Alessandro Crescenzi and Adrian Stoian to the team too. Bari also had option to co-own the player for €300,000. Sini extended the contract with Roma to 2014 as part of the loan. He earned €141,000 in gross for 2013–14 season (about €80,000 in net). On 31 January 2012, Sini left for Livorno in another temporary deal, with an option to sign half of the "card" for €400,000. For the 2012–13 season, he moved on loan to Serie B team F.C. Pro Vercelli 1892 on 9 August 2012.

Virtus Entella

On 15 July 2015, Sini signed a two-year contract with Serie B club Virtus Entella.

Ascoli

On 24 September 2020, he moved to Ascoli on a 2-year contract.

Alessandria

On 27 January 2021, he signed with Alessandria. On 30 January 2022, he was loaned to Renate.

Sini was a member of Italy national under-17 football team in 2009 UEFA European Under-17 Football Championship. He played all 3 matches in the qualification, 3 goals and a brace in elite qualification and 4 games and a goal in the final tournament. He played all 5 games in 2009 FIFA U-17 World Cup. On 10 August 2011, he made his debut with the Italy U-21 team, in a friendly match against Switzerland.