Sharks Could Flip Kiefer Sherwood Before He Even Hits the Ice

With the trade deadline approaching, the Sharks face a pivotal decision on Kiefer Sherwoods future as contract talks remain uncertain.

Six days after being dealt from the Vancouver Canucks to the San Jose Sharks, Kiefer Sherwood still hasn’t suited up in teal. The gritty forward is nursing an upper-body injury, and while he hasn’t skated a shift for his new team yet, there’s already buzz about whether his stay in San Jose could be a short one.

The trade that brought Sherwood to the Bay Area - in exchange for defenseman Cole Clayton and a pair of second-round picks (2026 and 2027) - didn’t come with a contract extension. That’s left the door open for Sharks GM Mike Grier to potentially flip Sherwood again before the deadline, especially if there’s a risk he could walk for nothing this summer.

At 30 years old, Sherwood is in the final year of the two-year, $3 million deal he signed with Vancouver back in 2024. He’s set to hit unrestricted free agency this offseason, but his production this year - 17 goals and 23 points through 44 games - suggests he’s got more to offer than just a physical presence. That blend of scoring touch and edge makes him a valuable asset, particularly for a Sharks team trying to build an identity around its young core.

Still, Grier didn’t part with two second-rounders just to watch Sherwood leave in a few months. According to team insider Curtis Pashelka, the front office is optimistic about getting an extension done. The Sharks have flexibility - nearly $55 million in projected cap space this summer - and while they’ll need to budget for major deals down the road, including for top prospects Macklin Celebrini and Will Smith, there’s room to make Sherwood a part of the long-term plan.

And that might be the smart move. Sherwood brings the kind of hard-nosed, north-south game that can complement a young, skilled roster. He’s the type of player who can win puck battles, kill penalties, and chip in offensively - the sort of veteran presence that helps stabilize a locker room during a rebuild.

Of course, this all hinges on mutual interest. If Sherwood wants to test the market or if his asking price climbs beyond what San Jose is willing to pay, then yes, a deadline flip becomes a real possibility.

But right now, there’s no reason to think an extension is off the table. The Sharks have the cap room, the roster need, and a player who fits the mold of what they’re trying to build.

In a season that’s more about progress than playoff pushes, keeping a guy like Sherwood around could go a long way toward setting the tone for what comes next in San Jose.