Sgarbossa was passed over in the 2010 NHL Entry Draft but was signed as a free agent by the San Jose Sharks to a three-year entry-level contract on September 21, 2010.[2] Sgarbossa was signed after appearing in the NHL YoungStars tournament for the Sharks, scoring 3 goals and 4 points in 2 contests. Sgarbossa was again on the move in the OHL the following 2010–11 season when he was traded by the Spirit to the Sudbury Wolves. He immediately made an impact with the Wolves to lead the team in scoring for the remainder of the campaign with 62 points in only 37 games.
During the 2011–12 season, whilst with the Wolves, Sgarbossa's NHL rights were traded by San Jose at the trade deadline on February 27, 2012, to the Colorado Avalanche, along with Jamie McGinn and Mike Connolly in exchange for Daniel Winnik, TJ Galiardi and a seventh round draft selection.[3] At the conclusion of the season, marking the end of his junior career, Sgarbossa became the first Sudbury Wolves player in 33 years, since Mike Foligno, to claim the Eddie Powers Memorial Trophy as the OHL's leading point scorer with 102 points. Finishing second in league MVP voting and earning a selection in the First All-Star team, Sgarbossa was given the accolade as Sudbury Professional Athlete of the year.[4] In his first professional season in 2012–13, Sgarbossa was directly assigned by the Avalanche to their AHL affiliate, the Lake Erie Monsters, due to the ongoing NHL lockout. He made his professional debut on opening night in a 2–1 victory over the Oklahoma City Barons on October 12, 2012.[5] Sgarbossa quickly established himself as one of the Avalanche's top prospects by immediately becoming an offensive leader for the Monsters. At the midpoint of the season, and leading the Monsters in scoring, tied for second amongst rookies in the AHL, he was selected alongside fellow Monsters rookie Andrew Agozzino to participate in the AHL All-Star Game.[6] Straight after contributing to a Western Conference All-Star victory, Sgarbossa received his first NHL recall to the Avalanche on January 29, 2013.[7] He made his NHL debut the next day for the Avalanche in a 3–0 road defeat against the Vancouver Canucks.[8] After six scoreless games with Colorado, Sgarbossa was returned to Lake Erie, to continue his season. On February 26, his ability to also play with an edge was evident as he was suspended by the AHL for one game after an slashing incident with Michael Liambas of the Milwaukee Admirals.[9]
In the 2014–15 season at the trade deadline, Sgarbossa was traded by the Avalanche to the Anaheim Ducks in exchange for Mat Clark on March 2, 2015. He was assigned to AHL affiliate the Norfolk Admirals.[10] Sgarbossa began the 2016–17 season within the AHL with the San Diego Gulls before he was recalled to the Ducks. He had appeared in a career high 9 games with 2 assists for the Ducks before he was dealt to the Florida Panthers in exchange for Logan Shaw on November 16, 2016. He was instantly re-assigned to the Panthers affiliate, the Springfield Thunderbirds.[11] Sgarbossa impressed with the Thunderbirds and was quickly recalled to the Panthers. Enjoying his longest stint in the NHL, Sgarbossa closed out the season in Florida, appearing in 29 games for 2 goals and 7 points.
Following the completion of the season with the Panthers, Sgarbossa was not tendered a qualifying offer as a restricted free agent. On July 1, 2017, Sgarbossa signed a one-year, one-way $650,000 deal with the Winnipeg Jets.[12] He was assigned to AHL affiliate, the Manitoba Moose, for the duration of the 2017–18 season, posting 40 points in 68 games. As a free agent from the Jets, Sgarbossa left to sign a one-year, two-way contract with reigning Stanley Cup champions, the Washington Capitals, on July 1, 2018.[13] In the following 2018–19 season, Sgarbossa led the Capitals' AHL affiliate, the Hershey Bears, with 30 goals and 65 points, which tied for ninth in the AHL and set personal AHL career highs in goals, assists and points. In the post-season he added 3 points in five playoff games.
On June 29, 2019, Sgarbossa agreed to a two-year, two-way $700,000 contract extension to remain with the Capitals.[14] After signing a two-year extension, Sgarbossa was called up from the AHL to the Capitals on November 20, 2019, where he played in two games registering zero points with an average 8:07 TOI per game. He was reassigned to Hershey on November 24, 2019.[15]
The American Hockey League announced Sgarbossa was selected to the 2020 AHL All-Star Classic alongside fellow Bears teammate, Matt Moulson.[16] This is his second All-Star selection,[17] his last came with the Lake Erie Monsters in 2013 where he put up 44 points in 57 GP.
On May 8, 2023, Sgarbossa signed a two year, two-way contract extension with the Capitals, placing him among the highest paid players in the AHL.[18][19]
On February 5, 2024, the Capitals recalled Sgarbossa from the Bears to replace Evgeny Kuznetsov, who left the team to enter the NHLPA’s Player Assistance Program.[20]
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