Tramezzani was born at Castelnovo ne' Monti in Emilia. At the age of nine, he joined Inter Milan, where he rose through the ranks. To gain experience, he first spent a season on loan at Prato in Serie C1, followed by a season in Serie B with Cosenza in a co-ownership deal, and then another season on loan in Serie B with Lucchese.
Inter included him in the squad for the 1992–93 season and handed him his debut on 28 October 1992 in a cup match against Foggia. He spent two seasons as a squad member at Inter but did not manage to become a regular in his preferred position at left-back. He played a total of 34 games in all competitions for Inter. He spent the two following seasons on loan at Venezia and Cesena in Serie B before being released to join fellow Serie A-side Piacenza in 1995.
Having spent two seasons in Serie A playing regularly with Piacenza, he was signed for £1.5 million by Tottenham Hotspur in the summer of 1998, managed at the time by Christian Gross. Although scoring on his debut in a friendly against Peterborough United,[1] his time at Spurs was short-lived. He was transferred to Pistoese in Italy for £400,000. He later returned to Piacenza and spent a short spell at Atalanta,[2][3] before ending his career with five seasons in Serie C1 with Pro Patria.[4]
On 21 December 2016, he was presented as head coach of Lugano.[6] In June 2017, Tramezzani was appointed head coach of Sion[7] before being sacked in October.[8]
On 10 December 2019, he was hired by Serie B club Livorno, in last place in the league table at the time.[13] He was dismissed by Livorno on 3 February 2020 after the team only achieved 2 draws and 5 losses in 7 games under Tramezzani's helm.[14]
In June 2020, he returned to FC Sion for a second spell as manager of the club.[15] On 18 January 2021, he was appointed by Hajduk Split as head coach.[16] He finished the season in fourth place, taking Hajduk to the Europa Conference Leaguesecond qualifying round, before leaving the club on 27 May by mutual consent.[17]
On 18 June 2021, Tramezzani was appointed as the manager of Saudi Arabian club Al-Faisaly.[18]
He successively signed for Swiss Super League club FC Sion, being later replaced by Fabio Celestini on 21 November 2022.[19][20] Following a five game win drought and a humiliating 2–7 defeat at home to FC St. Gallen on 12 November 2022, he was terminated on 20 November 2022.[21] On 16 May 2023, he was once again appointed as head coach of Sion,[22] as he was still under contract. He coached the final games of the season, including the relegation play-off, which saw Sion relegated from the Super League.[23]