Damian Lillard has given his all to the Portland Trail Blazers, and at this point, no one should blame him if he asks for a trade.
That’s not to say he needs to. There is actually something very cool about him being defined by one franchise and developing the clutch reputation he has even if it never results in a ring. He could attempt to give the Blazers a chance to retool, as there’s no one else on the roster who isn’t expendable in doing so.
If I’m a Portland fan, I’d certainly rather watch Dame get eliminated early every season until he’s done, rather than go through a rebuild right now.