Dobson is an obvious #1Dman, but hes not THAT young. By summer 2025, he'll be 25 1/2. He'll cost 10M per year as well.
The sharks would be better off keeping the number one pick and shopping for a similar UFA with the cap savings.
The key thing to recognize with trading guys with big salaries is that we mistakenly see deals as This guy for that return, like Hertl for askarov, which many people would see as a so so move. But what about hertl for Askarov and Toffoli. Woah, totally different mentality, but also far more accurate.
There are two major reasons why picks/prospects are valuable:
1. They can get good talent into the org that might be hard to get from simply UFA signings or trades. Talent is not an bottomless, nameless commodity so even with ample cap space, it can be hard to add, and if there is noone on the UFA market with similar talent, then it's tough to add.
2. However, much more importantly, teams own the first 7 years of a guy's pro career. The first three years are practically free, but the next 4 years are almost always at a significant discount (especially the next 2-3 years or so... Dobson's 3 years at 4m per are a perfect illustration.). It is this ELC/RFA discount that makes those players so key to a winning team ,and it's why a #1 pick is not only a possible equivalent player to dobson, but that equivalent player at 9M less on the cap.
That means dobson for a #1oa is bascially like a top line player + what you can buy for 9M on the UFA market. Now it's something like Celebrini+Brady Skjei for dobson. Celebrini for Dobson might be intriguing. But celebrini and Skjei for dobson? Far less atrractive.
Cap management is SOOO key to building a winner. We need to judge any potential trade by the swapped assets +cap savings equivalent player, as we need to look at Hertl for Askarov as actually Hertl for Askarov and Toffoli.
As mentioned by someone above, I would consider a swap of 1OA for isles pick+Dobson, as we will have the cap space and it's unclear what kind of D talent will be availalbe next summer.
All this said, I have no clue how the sharks D prospects will develop and SO much could depend on how Mukh plays along with the development strides of dick, cagnoni, pohlcamp, roberts, misskey, LSW, and Thompson. If a few of those guys really take big strides forward, it might change the calculus about how much Grier needs to shop for a #1 D vs. simply graduate whats in house. Not to mention, if some of the O also take big strides, then he can continue to unload that position of strength to boslter the NHL level D. Nothing is happening now, so it all depends on the developmental year, and the performance of the largely brand new sharks roster and coach.