hefty price for 2 spots of movement. Sharks might consider if you take out one of the 2nd rounders.

Based on the Athletic pick values pick 12 is worth 5.5 GSVA, pick 14 is 5.1, 33 is 2.6, and 42 is 2.0. I looked through 18 trades moving up in the 1st round and teams overpaid by about 10-20% so a team moving up to 12 would be expected to pay around 6.05-6.6 GSVA. 14 and 42 is 7.1 which is a bit over a 30% overpay. It's possible that happens, but I can't see pick 33 being included as well.

Keep in mind that every draft year is different. If there's a guy at 12 that San Jose feels is a superstar (Eiserman, for example) that hasn't been picked, yet... they may use excess capital to make it happen.

Especially, in this case, if Philly believe they'll get their guy at 14 anyway... let's suppose they're going after Yakemchuk.

I get that, but teams will generally only overpay so much. The absolute highest overpay I saw from any team going back to 2007 also happened to involve the Sharks - it was when they traded back from 11 with Arizona a couple years ago so Arizona could get Geekie and the Sharks got 27, 34, and 45 which was a 31.58% overpay. If you notice, the Coyotes moved 1 pick higher than the Sharks are moving here and they started from 13 picks lower and it cost them slightly lower picks to do so, and that's the largest overpay I saw. With 14, 33, and 42 it would be a 76.36% overpay. The team wants quality over quantity, but there are limits to how much quantity they'll sacrifice.

Also, if Yakemchuk is seeming like he'll be there at 14, he fits more of a need for the Sharks than Eiserman, especially since they won the lottery and are taking Celebrini at 1.

Just addressing your last statement: If the Sharks had a pick between Eiserman and Yakemchuk, they'd take Eiserman in a heartbeat: Celebrini is well acquainted with Eiserman, having played with him before, and Eiserman is an elite scorer who would complement him well. They wouldn't turn down the possibility of having one of the league's best 1-2 punches. Plus, I don't know if a decision's been made, yet, but if Celebrini goes back to Boston U next year, Eiserman will join him there.