Leafs land Bobrovsky with three-year, $21M contract as part of busy Free Agent Frenzy day

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The Toronto Maple Leafs have signed veteran goaltender Sergei Bobrovsky to a three-year contract on Wednesday.

The deal features an average annual value of $7 million, according to TSN Hockey Insider Darren Dreger.

The Maple Leafs were busy on the opening day of free agency, signing forward Jack Roslovic to a two-year, $8 million contract and forward Colton Sissons to a two-year, $8.5 million deal as well as sending restricted free agent Nick Robertson to the Pittsburgh Penguins for a fourth-round pick.

Bobrovsky, 37, had a 27-23-1 record with the Florida Panthers last season with an .877 save percentage and 3.07 goals-against average.

The 6-foot-2 netminder is coming off a seven-year, $70 million contract that carried a cap hit of $10 million.

Leafs general manager John Chayka told reporters Wednesday the team has immense confidence in Bobrovsky in big situations.

“If we’re going into a Game 7 and the one thing about goalies and how important that position is in a position like that, is there another goalie in the world that we’d want in net for us? And the answer would be no. We would prefer to have Sergei Bobrovsky.”

Originally signed as an undrafted free agent by the Philadelphia Flyers in 2010, Bobrovsky has a career 456-266-58 record with a 2.61 GAA and .912 save percentage split between the Flyers, Columbus Blue Jackets, and Panthers.

Bobrovsky led the Panthers to back-to-back Stanley Cup titles in 2024 and 2025, going 32-15 during the two playoff runs.

He also won two Vezina Trophies in 2013 and 2017 as a member of the Blue Jackets and is a two-time, first-team all-star.

The Novokuznetsk, Russia native represented his country at The Winter Olympic Games in 2014 in a fifth-place finish. He also represented Russia four times at the World Hockey Championship, winning gold in 2014, silver in 2015, and bronze in 2016.

Leafs Add Jack Roslovic, Colton Sissons and Teddy Blueger

The Maple Leafs signed forward Jack Roslovic to a two-year, $8 million contract with a cap hit of $4 million and Colton Sissons to a two-year, 8.5 million deal with a cap hit of $4.25 million.

Later in the day, forward Teddy Blueger was added on a two-year, $5 million contract, featuring a $2.5 million average annual value.

Roslovic, 29, recorded 21 goals and 36 points in 69 games with the Edmonton Oilers last season. He added an assist in six playoff games as the Oilers bowed out in the first round.

The 6-foot-1 centre is coming off a one-year, $1.5 million contract.

Drafted 25th overall by the Winnipeg Jets in 2015, Roslovic has 123 goals and 296 points in 595 career games split between the Jets, Columbus Blue Jackets, New York Rangers, Carolina Hurricanes, and Oilers.

Sissons, 32, registered six goals and 11 points in 66 games with the Vegas Golden Knights last season. He added two goals and eight points in 22 playoff games before his team was eliminated in the Stanley Cup Final.

The 6-foot-1 centre is coming off a seven-year, $20 million contract that carried a cap hit of $2.86 million.

Sissons was acquired from the Nashville Predators, along with defenceman Jeremy Lauzon, in June of 2025 in exchange for blueliner Nicolas Hague and a draft pick.

Drafted 50th overall by the Predators in 2012, Sissons has 101 goals and 232 points in 756 career games split between the Predators and Golden Knights.

The 31-year-old Blueger recorded nine goals and eight assists over 35 games in 2025-26 for the Canucks, his third season in Vancouver.

Selected by the Penguins in the second-round of the 2012 NHL Draft, Blueger has tallied 58 goals and 111 assists over 453 career games with the Penguins, Vegas Golden Knights and Canucks.

The Riga, Latvia native won a Stanley Cup with Vegas in 2023.

The Leafs also signed forward Zack MacEwen to a two-year contract later on Wednesday.

He played three games last season for the New Jersey Devils, but did not record a point.

Leafs trade for Paul

The Leafs acquired forward Nick Paul from the Tampa Bay Lightning in exchange for goaltender Dennis Hildeby, a fourth-round pick in 2027 and a third-round pick in 2028, it was announced Wednesday afternoon.

Paul, 31, had seven goals and eight assists for 15 points in 51 games last season for the Bolts. It was his fifth season in Tampa after beginning his career with the Ottawa Senators.

The Mississauga, Ont., native was drafted in the fourth round in 2013 and made his NHL debut during the 2015-16 season. He played parts of seven seasons in Ottawa before being traded to the Lightning in March of 2022.

Robertson sent to Penguins

Robertson leaves Toronto after requesting a trade earlier in his tenure with the club.

The 24-year-old had 16 goals and 32 points in 78 games with the Maple Leafs last season.

The 5-foot-9 winger is coming off a one-year, $1.825 million contract.

Drafted 53^rd overall by the Maple Leafs in 2019, Robertson has 48 goals and 88 points in 234 career games.

The Pasadena, Cali., native represented the United States at the 2020 World Juniors in a sixth-place finish.