No matter what he accomplishes in the second half of his career for the Trail Blazers, if there is no championship ring somewhere in there, then his name will always have an asterisk next to it as one of the greats who could never get it done.
As much as I hate to say this as a die-hard Blazer fan but you have to think that Damian Lillard understands this. No superstar wants this next to their name. To be the player who could never figure it out and win at the highest stage.