With all the buzz around the possibility of Dallas Stars forward Jason Robertson hitting the trade market—and his brother, Nick Robertson, a pending restricted free agent from the Toronto Maple Leafs—it raises a fun question:

Could the San Jose Sharks somehow land both Robertson brothers?

Pulling it off wouldn’t be easy. It would take some serious work behind the scenes, especially to make a Jason deal happen. He’s heading into the final year of his contract and will be an RFA after 2025-26, so Dallas doesn’t have to rush. But if the Stars are really listening, the Sharks would need to put together a compelling offer.

Dallas is in win-now mode, so it might take an NHL player like Alexander Wennberg to get talks going. The Stars also don’t have a first or second-round pick in either of the next two drafts, so adding a second this year and a first next year could help sweeten the pot. One of San Jose’s better prospects—someone like Filip Bystedt, Kasper Halttunen, or Quentin Musty—might also need to be included.

If they managed to pull that off and bring Jason in, the next move could be going after Nick. Instead of risking an offer sheet, the Sharks could just work out a trade with Toronto to get his rights.

The Maple Leafs want to “change their DNA,” and moving Robertson might be part of that shift. If so, they could be looking for players with a bit more edge. Zack Ostapchuk and Klim Kostin come to mind. Both play a harder style and could interest Toronto, especially if the Leafs want to include someone like Calle Jarnkrok or David Kampf in the deal to make room. Nick, meanwhile, would give the Sharks a younger middle-six scorer who might hit 25+ goals with a bigger role.

If the Sharks pulled this off, Jason could slot in on the top line, or they could play both brothers together on line two and look for a center in free agency. If Wennberg is part of the return to Dallas, maybe San Jose looks to reunite with Mikael Granlund for another year to fill out the top six.

It may sound like a long shot, but if Jason is actually in play and the Sharks can land him, there’s real reason to try and bring in Nick too. Together, they could combine for 50–60 goals per season, and that’s a swing worth taking.

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Could The Sharks Find A Way To Land Both Robertson Brothers?