Two-time Stanley Cup champion goalie Sergei Bobrovsky agreed to a three-year, $21 million contract with the Maple Leafs on Wednesday, leaving Florida behind and filling a long-unaddressed need for Toronto hours into the NHL’s free agent signing period.

At 37, Bobrovsky joins an Auston Matthews-led team seeking to transition on the fly under a new coach and new general manager, and coming off a draft in which it selected Gavin McKenna with the No. 1 pick. The Leafs bottomed out last year by finishing last in the Atlantic Division following a nine-year playoff run.

Though nearly a decade removed from winning the Vezina Trophy for a second time as the NHL’s top goalie with Columbus in 2017, Bobrovsky is regarded as an upgrade for a Leafs team that’s gone through a carousel of goalies, including five alone last season. He reunites with Anthony Stolarz, after the tandem helped the Panthers win the Cup in 2024.

Bobrowsky spent the past seven years in Florida, where his production dropped last season in part due to a rash of injuries depleting the Panthers' lineup. With a 27-23-1 record, his 27 wins were the third-fewest in a season he appeared in 50 or more games, and his 3.07 goals-against average matched the second-highest of his 16-year career.

He was regarded as one of the top prized players available in a thin pool of free agents, and wasn't the only goalie on the move.

Stuart Skinner is heading to Winnipeg after agreeing on a two-year contract worth $7.5 million with the Jets, who have been listening to trade offers for three-time Vezina Trophy winner Connor Hellebuyck. Skinner helped Edmonton reach the Stanley Cup Final in 2024 and '25 before losing to Florida each time, and spent the end of last season in Pittsburgh.

With Bobrovsky set to depart, the Panthers earlier this week traded for goalies Jacob Markstrom and Akira Schmid.

They also signed rugged defenseman Radko Gudas, who just turned 36, to a six-year deal worth $1.5 million annually for a total of $9 million. The 36-year-old Gudas played in Florida for three seasons from 2020-23 and spent last season with Anaheim.

The fast-improving Sharks are suddenly a destination, with San Jose adding veteran depth by signing forward Mason Marchment to a five-year, $33.75 million contract, and defenseman Jacob Trouba to a four-year, $33 million deal. After the Sharks enjoyed a 19-win jump in the standings and barely missing the playoffs, Trouba called being part of a team on the rise one of the biggest reasons he signed in the Bay Area.

“You want a team that you feel like you can grow with and make an impact and help these young guys,” Trouba said on a video call with reporters. “It’s important to get into where everybody wants to be is on a contending team, and I think we have a good opportunity in San Jose to do that.”

The Los Angeles Kings landed forwards Erik Haula (Nashville) and Mats Zuccarello (Minnesota). Haula agreed to a two-year, $7.2 million contract, according to a person with knowledge of the deal. Zuccarello’s contract is worth $1 million in base salary plus bonuses, according to another person with knowledge of that agreement.

Chicago got veteran defenseman Ian Cole (Utah) for next season at $4.75 million, according to a third person, also with knowledge of the deal. Division rival Colorado is bringing in winger Jaden Schwartz (Seattle) on a three-year, $9.75 million deal, according to a fourth person familiar with the contract. The people spoke to The Associated Press on condition of anonymity because the contracts had not been announced.

Washington, which is still waiting on winger Alex Ovechkin’s decision about whether to return for a 22nd NHL season, signed defenseman Vincent Desharnais to a four-year, $16.8 million contract.

Detroit signed Swedish winger Viktor Arvidsson to a two-year contract worth $10 million.

Trades

Many teams are going the trade route to try to improve this summer. The New York Rangers got their backup goalie that way, sending minor leaguer Kalle Vaisanen and a 2028 fourth-round pick to Boston for Joonas Korpisalo.

Nashville acquired pending restricted free agent forward Mavrik Bourque from Dallas. The Predators sent a 2027 second- and a 2028 third-round pick to the Stars for Bourque and defenseman Ilya Lyubushkin.

“Mavrik Bourque is a quality, two-way player who will fit perfectly with what we are trying to build here in Nashville,” general manager Chris MacFarland said. “At just 24 years old, his age and style of play fits in with the type of players we are looking to bring in to help make us better.”

Dallas clearing salary cap space could allow the team to sign Jason Robertson, another restricted free agent who is ticketed for a long-term, lucrative contract. Robertson turns 27 this month and led the Stars in scoring with 96 points on 45 goals and 51 assists last season.

His younger brother, Nick, is going to Pittsburgh after the Penguins got him from Toronto for a fourth-rounder in '28.

Staying put

The Blackhawks signed Bowen Byram to a six-year, $75 million contract extension in a deal that makes him the NHL’s top-paid defenseman in average annual salary and secures him through 2032-33.

The signing comes a week after Chicago acquired the sixth-year player by trading the No. 4 pick in the NHL draft to the Buffalo Sabres. Byram had one year remaining on his current contract, and his $12.5 million average salary surpasses Penguins blue liner Erik Karlsson ($11.5 million).

New Jersey locked up captain Nico Hischier for the long term, signing the Swiss center to a five-year extension worth $58.5 million with an annual cap hit of $11.7 million from 2027 through 2032.

“When I took this job, I knew that Nico was one of the core pieces that I definitely wanted as part of our future,” new Devils GM Sunny Mehta said. “The way he plays the game, his leadership and selflessness are qualities we value for this team.”

— Montreal agreed to re-sign Ivan Demidov to an eight-year, $73 million contract after the 20-year-old Russian forward led all NHL rookies with 62 points (19 goals, 43 assists) last season.

— Philadelphia got two extensions done, signing young forward Tyson Foerster to an eight-year, $56.8 million contract (2027-28 through 2035). The Flyers extended goalie Dan Vladar for five years at $27.5 million.

— The Buffalo Sabres signed newly acquired defenseman Olen Zellweger to a three-year, $9.3 million contract. Zellweger was a pending restricted free agent and acquired in a trade with Anaheim.

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AP Sports Writer Tim Reynolds contributed to this report.

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