[2] In May 2011, Piccareta was named assistant manager to Paolo Di Canio at English lower league club, Swindon Town.

On 18 February 2013, Paolo Di Canio announced his resignation from Swindon Town, leaving Piccareta in caretaker charge.

On 7 February 2015 Piccareta join Portuguese Second Division club Olhanense in co-management with his fellow Italian Cristiano Bacci.

In August 2016 he signed a contract with the Italian Football Federation as part of the Youth National Teams scouting staff.

In January 2017 Piccareta signed a contract with the Finnish top flight club FC Inter Turku as assistant head coach.

During the 2018 season, Piccareta led the club to the Finnish Cup title beating HJK on their home ground.

In July 2023, Piccareta followed Luigi Di Biagio to become his assistant at FC Dinamo Tirana in the Albanian top tier.