From 1986 to 1993 he played for Lazio, collecting a total of 187 Serie A appearances with the biancazzurri, being a mainstay for the Roman side.

[2] He was then appointed by Serie B team Venezia for the following season, but he failed to keep the lagunari away from the relegation zone as they ended in 20th place.

Gregucci started his 2005–06 season as Lecce coach in the Serie A, but was sacked after only five weeks due to poor results.

On 3 October 2010 he was announced as new head coach of Serie B promotion hopefuls Sassuolo, taking over from Daniele Arrigoni.

On 8 January 2012 he was announced as new head coach of Serie B promotion hopefuls Reggina, taking over from Roberto Breda.