I trash Holland a lot and rightly so but I do not envy him this summer. He will be under a microscope and his job will be incredibly complicated.
I don't think he is even close to competent enough to nagiviagte what will be the most important summer for a significant amount of the relevant future. Aka the tail end of the McDrai era.
He has to plan for resigning Draisaitl at a significant raise as a priority... now.
All that aside his #1 thing to complete is sign Darnell Nurse long term for hopefully less than 9 million. That will be the first domino that determines where else and how much he has to spend this year while looking forward to next plus. You can't sign a forward for more than one year without factoring in Nurses raise.
Holland has to get out of this stop gag gig he has going. He needs to start signing some of our young talent into UFA years at a discount. Bear, Yamamoto, and Puljujärvi for example.
Number 2 priority is getting a legit syarting goalie with term.
Honestly between priority 1 and 2 plus some extentions... That's it. We are mostly done.
Priority 3/4 A third line center and second line left winger. I'd love a guy like Tatar for the winger but I doubt Holland can even get a #3 center. He has been trying since he got here.
We really need to rely on our youth next year. I would really push for the following type of line up.
Tatar McDavid Puljujarvi
Holloway Draisaitl Yamamoto
Neal McLeod Kassian
Shore Kharia Archibald
Kahun Turris
Nurse (big money) Bouchard
Klefbom/? Bear
Laggesson Russell
Jones
XXX (big money)
Koskinen
This is something everyone can agree on, even you, I know he’s been a GM for 30 years or whatever, but I don’t think he’s ever handled a more critical offseason. In which he has to make trades and signings to take this team over the top, not wait for his picks to develop, like he did for all those years in Detroit.
I doubt we see a Nurse contract, because Nurses value literally can’t get higher this offseason unless the Oilers win the cup and he’s the MVP, he’s having a Norris season. People were puking at the the thought of him getting 7 last year, now 9 isn’t out the question? 40 games later? The one critic I have of Holland right now was walking Nurse to UFA, if Nurse wanted a bridge it should have been a 1 year so he was a RFA, or he should have attempted to buy UFA years, very rarely will a GM walk a player right UFA and want to deal with them in their first year of eligibility like Holland chose to.
How he handles a struggling RNH, a possibly over producing Barrie, and a revamped Larsson in negotiations is priority one, because that will make or break the rest of the offseason.
2nd is finding a goalie that can actually possibly play net here for 5 more years, long after Smith is retired and Koskinen is gone, someone that can grow with the team and give them consistency.
3rd is finding Mcdavid his Kunitz, Dupuis,Hossa, etc. guys that he can play with and actually find chemistry at 5V5 and that can actually bring value to the team, not just watch him play. Now if that’s decided to be Draisaitl, then you need a 2Nd line C to support them.
I don’t envy his job, unfortunately for him if he fails and Edmonton, at the very least, isn’t a cup contender when his contract is up in 3 years, his legacy will probably get a skid mark. If he’s able to take this team to a cup final by that time though, he likely goes down as the greatest GM to ever do it.