Monza Born in
Monza, Italy, Pessina began his youth career at local club La Dominante aged five. In 2007, aged 10, Pessina joined
Monza's youth sector. He made his senior debut for Monza on 2 October 2013, in a
Coppa Italia Lega Pro game against
AlbinoLeffe. Pessina was made a permanent member of the first team in the
2014–15 season; he made his league debut on 6 January 2015, in which he also scored a goal, against
Pro Patria. Pessina finished the season with three goals in 20 appearances in the regular season of the
Lega Pro, as well as three goals in two games in the relegation play-outs, won against
Pordenone.
Loans to Lecce, Catania and Como Pessina was promptly sent on loan to
Lecce in the Lega Pro in August 2015. During the
2015–16 season, Pessina was used infrequently: he only made one appearance in the
Coppa Italia Lega Pro and three in the league. Even in his second loan spell, he was used infrequently, playing only one league game in the second half of the season. He played as a starter in the
2016–17 season, making two appearances in the
Coppa Italia, three in the Coppa Italia Lega Pro, 35 in the league (scoring nine goals) and one in the promotion play-offs. as part of a swap deal involving
Andrea Conti moving the other way.
Loan to Spezia On 25 August 2017, Pessina was signed on loan by
Serie B side
Spezia. He scored his first Serie B goal against
Salernitana on 23 February 2018. Due to his performances, having scored two goals in 38 appearances, Pessina was nominated Best Young Player of the Serie B at the Serie B
Gran Galà Top 11.
Return to Atalanta In summer 2018, Pessina returned to Atalanta. He made his debut on 26 July, playing the first leg of the
second qualifying round of the
UEFA Europa League as a starter, in a 2–2 home draw against
Sarajevo; it was also his debut in
UEFA club competition. He made his
Serie A debut on 20 August 2018, aged 21, replacing
Mario Pašalić in the second half of the first matchday, a 4–0 home win against
Frosinone. He made 19 appearances in all competitions, including five in the preliminary rounds of the Europa League and two in the
Coppa Italia. On his debut, six days later, he scored his first Serie A goal in a 1–0 win against
Lecce in the second matchday. Pessina ended the
2019–20 season with seven goals in 35 league appearances. Starting from November, Pessina started finding more space in Atalanta's starting lineup; on 3 January 2021, he scored his first goal with Atalanta, in a 5–1 home win over
Sassuolo. In the second leg of the
Coppa Italia semi-final, he scored a
brace in a 3–1 win against
Napoli, which allowed Atalanta to progress to the
final. On 29 September 2021, he scored the sole goal in a win against
Young Boys on the second matchday of the
Champions League group stage: it was his first goal in a UEFA competition.
Monza On 6 July 2022, Pessina returned to his former club Monza, who had been promoted to the Serie A for the first time in their history; he joined on a one-year loan, with an option and conditional obligation for purchase, and was made club
captain. On 2 October, Pessina scored his first Serie A goal for Monza in a 3–0 away win to
Sampdoria. ==International career==