For Lillard to make sense for a team, the team would need to be in a position to forego a whole season (2025-26) while expecting to be a contender 2026 and beyond. This is why to me, LAL and GSW don't make sense. They are both absolutely win now. Can they really afford to tie up money and a roster spot on a player who won't even play in 2025-26? For LAL, it might be the last season with LeBron.
This is why BOS is in a unique situation. Want to sit out the entire 2025-26 season? Great. The hesitation with BOS is that it would be 2 players out for the year. That could be worked around with a DPE or 2 I guess. And may there is a way to work it so that Lillard is not paid for 2025-26 at all and that his contract would start in 2026. Not sure how that would work other than there just being an understanding between the parties.
So yes, BOS makes a lot of sense for both parties.