Honestly, I see one more year of what he had this year with maybe slightly better win %. At this point we are probably 8 players away from being regular playoff contenders. That's way too many to really start to hone in on any particular free agents or prospects that can have the kind of value to our win-loss that Raymond and Seider have brought. While we have some players coming, they are not guaranteed to make it to the main club next year. But the year after we should start seeing real playoff pushes.
While I would love to see Yzerman make some moves, either with a good free agent who will be here long term or via trade, I still think he is going to play the long game and build for dynasty-type scenario where we become the team that all free agents want to be a part of.
One more season starts to push them into Sabres territory though. And with a free agent shuffle happening across the league this offseason, plus some traditionally strong teams starting to decline, the 2022-23 season is the perfect time for Detroit to start making that push up the standings.
Boston lost Rask and Krejci. They might even lose Bergeron and don't have anything close to a replacement. THIS is where I expect Hertl to get overpaid.
Pittsburgh has Malkin and Letang to worry about. I don't know if those guys are going to take pay cuts.
Tampa is going to lose 2 to 3 of their best players (I'm guessing Killorn, Palat and/or Cernak).
Philadelphia is in free fall. I'd expect them to shed players.
Carolina looks like they could lose Trochek and Niederreiter and/or TDA. They'll be good next year but probably not as strong.
Washington is going to have to pay their goalie and they'll need to add some D with very little space.
Chicago is in a world of hurt next year as Kubalik and Strome are RFAs and Jones' deal increases
Minnesota gets hit with 12.7 mil in buyout penalties starting next season
Toronto will need to sign 9 players with roughly 9 million dollars for next year.
I'm guessing that we'll see a 3-4 year period where the most dominant teams are Florida, Colorado, Vegas and Carolina with the Rangers just outside of the top 4. Toronto should be near this group just by virtue of their top 2 lines but until the cap increases they're going to be a paper tiger.
Look at Yzerman's tenure in Detroit as a 10 to 12 year project. By year 4 (2022-23) Detroit could be fully in phase 2 of the rebuild by escalating their timeline by getting a couple guys through free agency to let a couple of our less marquee prospects (Mastrosimone, Wallinder, Buium) cook a little longer. I'm not saying break the bank on Hertl or Forsberg, but the guys I mentioned move that timeline up and help strengthen the foundation. Then 4-5 years from now Larkin, Seider and Raymond will (hopefully) have enough support around them to be in or close to that group of top 4 teams in the league.