The San Jose Sharks traded Erik Karlsson to the Pittsburgh Penguins nearly 18 months ago, and it’s continuing to bear fruit.

The Sharks have since turned that trade, and the one involving waiver claim Ty Emberson last summer, into prospect defenseman Sam Dickinson and three more picks in this year’s draft, including a first-rounder.

As part of a three-team trade in Aug. 2023 that also involved the Montreal Canadiens, the Sharks dealt Karlsson, minor league forward Dillon Hamaliuk, and a 2026 third-round pick to the Penguins and acquired Granlund, Jan Rutta, Mike Hoffman, and a 2024 first-rounder. The move also freed up $10 million in salary cap space for the Sharks until the end of the 2026-27 season, when Karlsson’s deal expires.

Hoffman was not re-signed after the 2023-2024 season, but Rutta is still on the Sharks’ roster. That first-round pick was packaged with a 2024 second-rounder to move up three spots in last year’s draft to select Dickinson, who entered Saturday third among all Ontario Hockey League defensemen with 58 points in 35 games.

Saturday, the Sharks traded Granlund and defenseman Cody Ceci to the Dallas Stars for two picks in this year’s draft — a first-rounder and a fourth-rounder that originally belonged to the Winnipeg Jets. That fourth-rounder becomes Dallas’ third-rounder if the Stars advance to this year’s Stanley Cup Final.

The Sharks now have eight picks in this year’s draft, with more potentially coming before the March 7 trade deadline. Granlund and Ceci were among the seven pending unrestricted free agents the Sharks had before the trade, a group that still includes forwards Luke Kunin and Nico Sturm, Rutta, and goalies Alexandar Georgiev and Vitek Vanecek.

“It’s my job to look short term and long term,” Sharks general manager Mike Grier said after the trade. “Short term, this hurts our group for sure, same as when we moved (Mackenzie Blackwood), it’s a blow to them.

“But I think long term, it was the right thing to do, and it’s going to make us a better organization and a better hockey team in the long term.”

The Sharks acquired Ceci and a 2025 third-round pick from the Oilers last August for Emberson, claimed by San Jose on Sept. 30, 2023, after the New York Rangers put him on waivers. Emberson battled injuries last season and played only 30 games with the Sharks but played his 50th game with the Oilers on Saturday.

There was perhaps a time when Karlsson was thought to be untradeable. Karlsson had a huge salary cap hit — $11.5 million — in a flat-cap era, battled some injuries, was inconsistent, and was on the wrong side of 30.

But the 2022-23 season changed everything. Not only did Karlsson find the fountain of youth with a 101-point season, which resulted in him winning his third Norris Trophy as the NHL’s best defenseman, but the Sharks’ hockey operations department had a new leader in Grier, who had a plan to rebuild the team from the ground up. The cap also increased last offseason, from $83.5 million to $88 million.

Before the Karlsson deal, Grier traded Norris Trophy-winning defenseman Brent Burns to the Carolina Hurricanes and top-scoring winger Timo Meier to the New Jersey Devils. Last March, just before the trade deadline, the Sharks sent forward Tomas Hertl to the Vegas Golden Knights.

Each deal either freed up cap space for the Sharks or netted draft picks and prospects.

That trend continued on Saturday. While Grier knew what Granlund and Ceci were looking for in their next contracts, they likely did not fit into the Sharks’ long-term plans.