I think there's severaly things that need to get done in order to have a successful offseason. Ultimately, last one was disappointing and all they have done is push the problem down the line.
Here's what I think needs to happen in order.
1) Make a decision on if Miller is part of the future. This has to be done around the draft. Based on reporting, it sounds like they will consider a trade if they can turn some of the acquired assets into a young and cheaper repacelement. While the offense would take a step back, this would provide immediate, and future, cap flexibility.
2) One of Boeser, Garland, and Beauvillier needs to be moved. I don't particularly care which is gone although I lean towards getting Boeser. Each have their positives and negatives that severely alter their asset value. Far too much cap space and roster spots are allocated to the wings on high priced contracts. Kuzmenko and Mikheyev will on the roster and having any of these three on the third line is terrible use of cap space.
3) OEL and/or Myers must be jettisoned from the roster. This isn't even due to cap reasons. Both had attrocious seasons and moving off of them is addition by subtraction. For OEL the only two ways off of his contract are a painful buyout or get "lucky" that his injury is worse than expected. Myers trade value is all kinds of strange to pinpoint. I think Myers will be much easier to move and using a retention slot wouldn't be burdensome.
4) Use the newfound capspace to find solutions on defence and centre. Whether this is leveraging that space to get assets from capped out teams or signing free agents, I don't really care. Long-term or short-term both can be fine. In order to ice an actual playoff team, at least one top-4 defencemen needs to be added and a 3rd line centre. These are anchor positions.
5) Create roster competition. Roster spots need to be opened up so training camp can have an environment where the players can actually have a chance at making the team. This goes for forwards and defence. Aman, Podkozlin, di Giuseppe, Hoglander, Dries, (if they are around) Studnicka & Kravtsov, and the AHL youngsters (McDonough, Bains, Karlsson, etc.) should all be battling for about 3-4 roster spots. The same goes for the bottom defensive spots: Wolanin, Hirose, Brisebois, and possibly Juulsen, McWard, and Johansson.
Then there's a bunch of things that have to happen no matter what; sorting out what to do with Bear. Determining the back-up goalie. I'm less concerned about those as they have to get them done regardless.