Playing career
After being drafted by the Owen Sound Attack in the 2012 Ontario Hockey League draft, Middleton played 14 games for the team before being traded to the Ottawa 67's on January 7, 2013. [1] On January 8, 2016, in his fourth season with the 67's, Middleton was named captain of the team. [2] After concluding that season, on April 8, 2016, Middleton signed an amateur try-out agreement with the Manchester Monarchs of the ECHL. [3] He played seven games for the Monarchs before joining the American Hockey League (AHL) affiliate of the San Jose Sharks, the San Jose Barracuda, for the 2016–17 season. [4]
On September 7, 2017, Middleton signed a three-year, entry-level contract with the San Jose Sharks. [4] He subsequently played the 2017–18 season with their American Hockey League affiliate, the San Jose Barracuda.
While attending the Sharks' training camp prior to the 2018–19 season, on September 23, 2018, Middleton was reassigned to Barracuda. [5] On January 5, 2019, Middleton was recalled from the Barracuda, [6] and made his NHL debut that night against the Tampa Bay Lightning. [7] He recorded his first point on April 4, 2019, in a 3–2 victory against the Edmonton Oilers. [8] On October 5, 2019, he was placed on injured reserve. [9]
In the 2021–22 season, while remaining on the Sharks roster, Middleton scored his first NHL goal in a 6–3 win against the Ottawa Senators on November 24, 2021. [10] He compiled career best marks of 3 goals and 9 points through 45 games. While in the midst of his first full NHL season he was traded by the Sharks, along with a 2022 fifth-round draft pick to the Minnesota Wild in exchange for Kaapo Kähkönen on March 21, 2022. [11]
As a pending free agent, Middleton opted to remain with the Wild in signing a three-year, $7.35 million extension on July 6, 2022. [12]
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