Returning to the Frontenacs for the 2013–14 season, Bennett was among the OHL's scoring leaders by mid-season. He stood fourth with 66 points in 40 games and was on a 24-game scoring streak when he suffered a minor injury that prevented him from participating in the 2014 CHL Top Prospects Game.[2] In its mid-season ranking, the NHL Central Scouting Bureau named Bennett as the top North American prospect for the 2014 NHL Entry Draft.[5] One of the Bureau's scouts praised Bennett's offensive ability: "His puckhandling and playmaking are excellent and he has one of the best shots in this year's draft class. He has scored several goals from the high slot and coming in off the wing and has been very effective on the power play."[5] Concerns were raised when at the 2014 NHL Scouting Combine, he was unable to do a single pull-up. He retained the top spot in NHL Central Scouting's final ranking after recording nine points in seven playoff games for Kingston despite playing through a groin injury.[6] He finished the regular season with 36 goals and 91 points in 57 games.[7] He was named to the OHL's Third All-Star Team.[8]
The Calgary Flames selected Bennett with the fourth overall selection at the 2014 NHL Entry Draft, and he quickly signed a three-year, entry-level contract with the club.[9] He attended the team's training camp prior to the 2014–15 season, where he injured his shoulder. Bennett admitted that the shoulder had ailed him the previous season in Kingston, but he initially failed to disclose the issue, stating he "wanted to play" and would "do anything to make the team and play in the NHL this year".[10] Instead, Bennett's injury required surgery to repair, which the Flames said would prevent him from playing for several months.[10] After missing five months of action, Bennett was medically cleared to play and was reassigned to Kingston on February 21, 2015.[11] He scored 24 points in 11 regular season games for Kingston and added 3 assists as the Frontenacs were quickly eliminated in the OHL playoffs.[12]
The Flames recalled Bennett to Calgary after Kingston's season ended, and he made his NHL debut in the team's final regular season game on April 12, against the Winnipeg Jets. He recorded his first career point on his first shift – 33 seconds into the contest – assisting on a Micheal Ferland goal in a 5–1 loss.[13] Bennett was a regular player for the Flames in the 2015 Stanley Cup playoffs, and recorded his first NHL goal on April 19, a game-winner against Eddie Läck of the Vancouver Canucks in a 4–2 victory.[14] Bennett played all 11 playoff games for the Flames, in which he scored three goals and added an assist.[15] On January 13, 2016, Bennett scored four goals against the Florida Panthers. At 19 years and six months, he became the youngest player in Flames history to score a hat-trick, and the third-youngest player in NHL history to score four goals in a game.[16] Bennett scored his first three goals within the first 17 minutes of the game, and added a fourth goal in the last minute of the third period.
On September 6, 2017, the Flames signed Bennett to a two-year, $3.9million contract extension worth $1.95million annually.[17] On July 24, 2019, Bennett was re-signed to a two-year contract.[18]
Florida Panthers
On April 12, 2021, Bennett, along with a sixth-round pick in 2022, was traded to the Florida Panthers in exchange for draft rights to Emil Heineman and a second-round pick in 2022.[19]
On July 26, 2021, Bennett signed a four-year, $17.6 million contract extension with the Panthers.[20]
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