In terms of just 2021, probably not, but I'm not sure henry wants a bunch of large and long deals signed.
Since they may view this as a rebuild year, they could also decide to push back the clock on going over by one more year and try to stay under the line again. That way, if they spend big next winter, it's only year 1 for 2022- not year 2.
I see a guy like Kluber fitting in with a team that could use some lightening in a bottle. For all we know, Kluber could win the Cy Young in 2021, and we still miss the playoffs.
He's got more upside than the guys I mentioned, but is floor is lower, too.
I'm not saying don't sign him, especially if we can go over the tax line by $10-19M or so, and I'm fine with a bunch of one year deals, but I'd like to see our bigger ticket items being made more with 2022 and beyond in mind.