DeRozen would be an awesome addition.
Is it legal for Cs to talk to DeRozen's agent about re-signing here if traded to us? With SAS' permission? If so, and DeRozen is open to it, I'd trade the TPE for him. Then do a separate, second deal of:
Thompson, either Langford or Nesmith, and 2021 1st round pick for Gay.
Cs trade: Thompson, Nesmith or Langford, 2021 1st, TPE
Cs receive: DeRozen, Gay (also expiring)
Doubling down on this, I’d also consider trading / clearing Walker and one youngster to the Mavs for TH JR and James Johnson (expiring).
You’d then have:
In: DeRozen, Gay, Hardaway, Johnson
Out: Walker, Thompson, Nesmith (or Langford), Semi, 2021 1st, TPE
Celtics roll out Smart, DeRozen, Brown, Tatum, Theis with a bench of Hardaway Jr, Time Lord, Teague, Johnson, Green, and Langford or Nesmith, with Gay around too for some playoff scoring if needed.
Small ball line-up of Smart Hardaway DeRozen Brown Tatum would be fun to watch (as would big boy line-up of DeRozen Brown Hardaway Tatum Time Lord).
Compete now, then use the $46mil in cleared salary next year to resign DeRozen, Hardaway or both.