Lillard is definitely the veteran, playoff hardened, great outside shooting, floor general you need to put next to both Jays. Empty out the roster of assets Portland would need and any vets you are sending out, send them to a third team to get Portland more prospects.
Smart, Rob Williams, Richardson rights to Yam and Begarin and their choice of Romeo or Nesmith plus every pick and pick swap it takes. If it takes moving Smart and Richardson to another team for youth(GSW seems like a good place to start), do it.
But Lillard, Brown, Tatum, Grant, Horford as a starting unit with Pritchard, a re-signed Freedom and one of Nesmith or Romeo, off the bench, seems like an amazing place to start next season.