Wednesday marks the first day of July, which is historically one of the busiest days on the NHL calendar as free agency begins and general managers hand out money by the Brink’s truck to lure shiny new toys to their respective franchises.
Pittsburgh Penguins general manager Kyle Dubas has gone on record saying he doesn’t anticipate being super active in the early hours of the 2026 free-agent frenzy, preferring to make his moves, if he can, via trade.
With that, let’s hop in the time machine and take
a trip back to look at the start of the last 10 free agency periods to see how the Penguins constructed their roster while reminiscing or recoiling at some of those signings.
Note that this list is not meant to be exhaustive. Apologies to all the Mark Donk and Buzz Flibbet fans out there.
2016
Just days removed from winning the franchise’s first Stanley Cup championship since 2009, the architect of the Penguins’ championship team, general manager Jim Rutherford, was signed to a three-year contract through the 2018-19 season.
Former blue liner Chad Ruhwedel signed a one-year deal with Pittsburgh on July 1, 2016, where he would remain for the better part of the next eight seasons.
The team also made several depth signings, inking forwards Tom Sestito, Garrett Wilson and defensemen Steve Olesky, David Warsofsky, Cameron Gaunce and Stuart Percy. All of whom (except for Percy) made at least one appearance for the NHL club.
2017
One year later, the Penguins are once again Stanley Cup champions. General manager Jim Rutherford had already begun tinkering with the makeup of the team a few days prior, clearly wanting to become a heavier, tougher team to play against. He wound up trading forward Oskar Sundqvist and the Penguins’ 2017 first-round pick (No. 31 overall) to St. Louis for winger Ryan Reaves and a 2017 second-round draft pick (No. 51 overall).
On July 1, Rutherford brought in two more new faces, signing defenseman Matt Hunwick to a three-year contract and goalie Antti Niemi to a one-year deal.
Pittsburgh also signed forward Greg McKegg (there’s a guy) to a one-year deal.
Zach Trotman and Kevin Czuczman were signed as organizational defensive depth on July 1 and July 3, respectively.
2018
Not even one year later, on June 27, 2018, the Penguins had shipped off Hunwick and forward Conor Sheary to the Buffalo Sabres for a conditional 2019 fourth-round draft pick.
On July 1, the Penguins re-signed forward Matt Cullen to a one-year deal after he had spent the 2017-18 season with the Minnesota Wild.
The Penguins also handed out one of the more controversial contracts in franchise history–signing free agent defenseman Jack Johnson to a five-year, $16.25 million contract.
Johnson would only spend two seasons in the black and gold. The Penguins bought out the remainder of his contract in October 2020. Johnson’s contract accounted for dead cap space through the 2025-26 season and is officially off the books as of this summer.
2019
The Penguins were active on (and near) the free agency start date in 2o19. The team signed forward Brandon Tanev to a six-year contract on July 1, 2019.
Forward Andrew Agozzino and defenseman David Warsofsky were both signed to two-year deals on July 1.
The franchise also handed head coach Mike Sullivan a four-year contract extension through the 2023-24 season on July 5, 2019.
2020
Due to the COVID-19 pandemic disrupting the 2019-20 season, the league’s standard July 1 opening date was delayed to Oct. 9, 2o2o. The NHL draft, usually held right before free agency, was also moved to Oct. 6-7, 2020.
On Oct. 8, the team signed forward Sam Lafferty to a two-year contract running through the 2021-22 season.
On Oct. 9, the “official” start of free agency, the Penguins signed forwards Evan Rodrigues, Mark Jankowski, and Frederick Gaudreau to one-year contracts.
Pittsburgh also reinforced its blue line, giving Cody Ceci a one-year deal on Oct. 16.
Goalie Maxime Lagacé was also brought in on a one-year contract.
2021
The effects of the pandemic were still being felt into the 2021 season, with free agency returning to July, albeit a bit later than the traditional July 1 date, this time coming on July 28.
New general manager Ron Hextall made his biggest splash, signing forward Brock McGinn on July 28 to a four-year, $11 million contract.
Other, smaller moves included signing forward Danton Heinen to a one-year deal on July 29, bringing back forward Dominik Simon for a second tour of duty, and signing defenseman Taylor Fedun to a one-year deal, providing the Wilkes-Barre Penguins with a quality veteran presence on the backend.
Forward Radim Zohorna signed a two-year contract with Pittsburgh on Aug. 3, 2021, and forward Zach Aston-Reese signed a one-year contract on Aug 5, 2021.
2022
The biggest transactions around this time were contract signings for some of Pittsburgh’s core players. Franchise defenseman Kris Letang was signed to a six-year contract extension.
After a bit of drama into the 11th hour, Evgeni Malkin eventually re-upped with the Penguins on a four-year, $24,000,000 contract. Winger Rickard Rakell was also given a six-year, $30,000,000 contract.
On the external transaction front, defenseman Jan Rutta was poached from the Stanley Cup-winning Tampa Bay Lightning and signed to a three-year, $8,250,000 contract.
Defenseman Xavier Ouellet agreed to terms with the organization on a two-year deal, primarily serving as a veteran AHL defender.
The Penguins also signed goalie Dustin Tokarski and forwards Josh Archibald and Drake Caggiula to one-year deals. Danton Heinen also returned to Pittsburgh on a one-year contract.
2023
Kyle Dubas was hired as president of hockey operations on June 1, 2023. And while he was hired to guide the Penguins into a post-Sidney Crosby era, he came out of the gates firing on all cylinders, giving Crosby and co. another chance at a Stanley Cup.
July 1 saw a flurry of action.
Forward Noel Acciari was signed to help Pittsburgh’s bottom six, agreeing to a three-year contract. Veteran Lars Eller was given a two-year deal, again primarily deployed as a lower-line forward. Winger Matt Nieto was brought on with a two-year contract, but injuries largely derailed his tenure.
Dubas’ focus was also on reloading the AHL team, ensuring they remained competitive as well. Forwards Vinne Hinostroza, Joona Koppanen, and Marc Johnstone were brought in to round out the WB/S forward group. Radim Zohorna also returned to the organization on a one-year deal.
Defensemen Ryan Shea and Will Butcher were both signed as organizational depth, and in Shea’s case, he eventually blossomed into an NHL regular who is now primed for a payday on the open market in 2026.
For Pittsburgh’s defense, Dubas’ largest free agent acquisition to date was signing Ryan Graves to a six-year, $27 million deal. That one… hasn’t worked out.
Goaltender Alex Nedeljkovic came over from the Detroit Red Wings to give Tristan Jarry a running mate. And netminder Magnus Hellberg was brought in as an AHL backstop.
Dubas’ biggest swing would come later in the summer in a massive, three-team blockbuster when he now famously acquired defenseman Erik Karlsson from the San Jose Sharks.
2024
Dubas was firmly on a mission to rebuild the aging Penguins while also acquiring future draft capital to restock a barren prospect cupboard.
Defenseman Matt Grzelcyk left the Boston Bruins as a free agent and was signed to a one-year, $2.75 million contract for the 2024-25 season.
Blake Lizotte agreed to terms on a two-year deal, coming over from the Los Angeles Kings, reinforcing Pittsburgh’s bottom six and penalty kill unit. Anthony Beauvillier was the classic buy-low, sell-high candidate who would eventually be flipped at the following trade deadline.
At the AHL level, forwards Boko Imama, Corey Andonovski, and Jimmy Huntington were signed. Defensemen Mac Hollowell and Nate Clurman signed one-year deals. Fellow defender Sebastian Aho also signed a two-year contract.
2025
Anthony Mantha, signed last summer, enjoyed a career year this past season and looks primed to cash in on the open market after one year. Justin Brazeau can also be lumped into the same category after an impressive 2025-26 campaign from him, but the good thing for the Penguins is they have Brazeau under contract for another year.
Defenseman Caleb Jones, brother to Seth, signed a two-year deal with the team, and after an injury-plagued first season with Pittsburgh, could be looked at as the seventh defenseman or one of the first AHL callups in the event of injury on the blue line.
Defenseman Parker Wotherspoon signed a two-year deal and enjoyed one of the best seasons of his professional career last year, being partnered with Erik Karlsson. Still, Wotherspoon was traded to the Vegas Golden Knights not even 24 hours ago for Kaedan Korczak.
The Wilkes-Barre/Scranton Penguins also welcomed some new faces with the arrivals of Rafael Harvey-Pinard, Philip Kemp, and Alexander Alexeyev.
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There have been a few pretty positive free agent signings, especially more recently, with the likes of the aforementioned Wotherspoon, Brazeau, Lizotte, and Mantha contributing to an unexpected playoff run last season.
Penguins management has also been prone to whiffing, sometimes big, when looking back at how they dished out money for players like Jack Johnson, Ryan Graves, and Brock McGinn.
And as mentioned above, Kyle Dubas seems set on going big-game hunting via the trade market over the next few weeks with a weaker free agent class this year, so any new faces that arrive via free agency may be more in line with organizational depth or the low-risk, high-reward type rather than an impact player receiving a five-year deal.
