It's not exactly like Yzerman can just say "Ok sign here" and it's done lol. There are a TON of moving parts in signing Kucherov. Kuch will be signed and then the discussion will be "OMG HOW CAN THEY SIGN X".
Truth is, they can't. Even with Bishop and Boyle off the books at seasons end (7M), I fully expect at least 2 (probably 3) of Drouin, Johnson, Flip, Garrison, Callahan and Killorn to be gone.
The team that takes the ice during the regular season next year will be pretty radically different from the one that does so this year, IMO.
You sign Kucherov long term this year. Let Bishop and Boyle walk. Trade Johnson at the draft/during the offseason. Pray someone picks up Killorn in the expansion draft/BO Flip on his last year. Trade Garrison (I don't believe Garrison will really need a "sweetener") and let Koekkoek take his spot.
The below would just be without those guys, not including anything that they may get back in a deal. Gusev could be a darkhorse too, if TB can work some magic on him. Not pretty, but I think something like this is relatively realistic. Don't see them being able to move Callahan.
Palat-Stamkos-Callahan
Drouin-Namestnikov-Kucherov
Paquette/Gusev-Brayden Point-JT Brown
Adam Erne/Paquette-Brett Howden/Matthew Peca-Joel Vermin
Hedman-Stralman
Koekkoek-Sustr
Coburn-Nesterov
Vasilevski
Wilcox/Gudlevskis