You also have to keep in mind getting those caliber of players to want to come. There's only three ways to do that; overpay, give way too much term (security), or give them the indication that the team will be competitive sooner rather than later. I don't hate giving out shorter term deals on vets looking to rebuild their value, but it's hard to have any continuity with a consistent revolving door like that. For now there's still a fair amount of vet leadership on this team even if a majority of them are lacking in skill.
As for Walman, I don't know if it would be in the best interest to give him the money/term he'll be looking for when free agency hits. THAT'S what got us into trouble in the first place. My guess is he'll be a marquee TDL acquisition next year, hell maybe even this year.
I would be shocked if they dealt Walman this year. That would be a major body blow for the team's competitiveness next year and a very undermining message by grier. Trading Blackwood was easier as he was a to-be-ufa who they wouldnt resign and they could see that this year was not going t obe a PO run. But, I dont think grier sees next year as a guaranteed top 5 pick again. And, as for next year's TDL, I think that obviously depends on where the team is then. If they are in the PO spot, then of course you look to extend, not undermine your POs. If the team is still bottom 5, then you gotta get value...
And agreed that getting UFAs to come is a challenging business. Still, I think Grier can sell them on the sharks being good next year and going forward. Of course, it depends some on how the rest of this year goes (if they keep up the good play), but I could see UFA's wanting to come to SJ. Toffoli did (that was personal too, I know), but the sharks are building up. Other teams are playing against them and they see they are tough. Joining the sharks for the next 5 years has be an intriguing thought to alot of top UFAs.
A lot can still happen between now and then. Kakko is intriguing longer term as is Krieder shorter term with just 2 more years at 6.5M. Also, many TDL deals arent just for picks. Jack Thompson among others often come at those times, so much like Kovalenko seems to be filling a key hole, Grier has much time between now and even the end of the season to continue to shape the roster going forward.
p.s.: what got us in trouble in the first place was not because we had too many long term aging deals.
1. Covid was huge. The key to long term deals is cap inflation. The more inflation there is, the lower those latter half years actually cost you in terms of cap %. Covid caused the cap to freeze making the latter parts way more costly.
2. poor drafting, which usually happens 4-6 years prior to tanking (aka 2013-2020) the 2013 draft yielded basically nothing (Anyone? Mueller? Mueller?...) 2014: just Lebanc. 2015 only meier. 2016: nothing. 2017: Ferraro (traded norris before he was in NHL). 2018: nothing. 2019: nothing. 2020: nothing. In other words, in 8 years of drafting, aside from a few very fringe guys, the sharks got just 3 real NHlers (Lebanc, meier, Ferraro). That lack of young talent infusion and ELC cap savings really drove the decline. If you cant get at least one good NHL player per draft year on average, its pretty tough to maintain goodness. If you look at the years prior to that drought (2003-2012): the sharks got Michalek, Bernier, Carle, pavelski, Setoguchi, Vlasic, Mcginn, Bonino, Braun, Couture, Demers, Wingels, Nieto, Coyle, Demelo, Tierney, and Hertl (and a few other fringe guys like Torrey Mitchell...).
3. coaching failure: Boughner and Quinn were wholly ineffective, and, frankly, horrific coaches. Wars has made huge strides in a matter of a few months comparably.
So I honestly do not think it was contracts that the cooch or vlasic, or even EK 65 contracts that caused the decline but instead bad covid luck, horrific drafting and developing, and poor bench bosses.