The ultimate pipe dream might be for the ghosts of John Henrys past to infiltrate his body and convince him to sign both Alex Bregman and Pete Alonso. (Bichette/Seager) being the plan b an c for Bregman.
Then you're either packaging up a prospect to offload Yoshida to open up the DH spot to a rotation (keep Duran) or you're trading an outfielder for a package of prospects to replenish the system.
How would a lineup like this do?
DH. Jarren Duran
3B. Alex Bregman
LF. Roman Anthony
1B. Pete Alonso
RF. Wilyer Abreu
SS. Trevor Story
2B. Marcel Mayer
CF. Ceddanne Rafaela
C. Carlos Narvaez
Obviously Duran isn't DHing full time, and he'd get plenty of reps in the outfield, there's no full time DH here, you could subsitute Duran for Yoshida, you could also trade off an outfielder at the deadline if Casas is hitting his way back and you want a full time DH.
Obviously this lineup would rake in my opinion, but it would probably push the LT payroll up to $279-285 which does not seem realistic AT ALL. But hypothetically, they should be able to do this and stay below the 3rd tax threshold which is where draft pick penalties kick in and a line I don't think the Sox would ever cross.
But they could still do this and be able to reset at some point in the next two years.
2026/7 (Gray/Sandoval) come off the books freeing up $30 million. This would get them below the 2nd LT line, and depending on where things go in the next CBA could even get them below the first line all together.
They could shed additional payroll by not pick up Chapman $12.7 or trading away Duran $7.75. Just one of those might get them below. But they would certainly want to reset by 2028. And the year after next they have (Story/Yoshida/Hicks) coming off the books for an additional $53.33 million.
Max penalties seem to be 3 straight years over and going over the 3rd threshold. Not only could they stay below that 3rd threshold but with over $100 million dollars coming off the books the next two years they could take on two giant contracts and still reset.
Why should the ghost of John Henrys past convince him to do this? sales. Ticket sales, increased viewership, playoffs, playoffs, and more playoffs. A WS caliber team should generate more than enough revenue to pay for this. John Henry just has to stop trying to be the smartest guy in the room and remember he's an owner of one of baseballs biggest market teams again.