Not sure why SJ would give up a quality starter who can win you games. Him and Askarov looked to be a good tandem.
This interview from Grier pretty much outlines exactly why he did the trade if you are interested in reading it. TLDR The return was too good for him to pass it up, Blackwood will be a UFA and he played his way out of SJ for what he is looking to be paid+term especially since Askarov is the future.
Also in terms of winning, the Sharks are still a LONG way from actually competing for a Cup and especially in this upcoming draft class, getting a top 4 pick would mean getting another crucial piece for the Sharks future as there is a clear drop off after the top 4. Remember the Sharks would need to be either the worst or second worst team in the league to guarantee a top 4 pick and Grier even states "
I think you guys all see how far we really are away from what the championship standard is in this league, and that's what we're trying to get to. It's my job to look at the present but
keep an eye on the future as well. We got to keep building it."
San Jose Sharks general manager Mike Grier spoke to San Jose Hockey Now’s Sheng Peng about why he traded goalie Mackenzie Blackwood and what he likes about the package he received in return.
www.nbcsportsbayarea.com