It's easier to stop Roy...it's not easier to prevent the Blazers from scoring. If Roy attracts the attention of the defense to try to deny him the ball, as I don't think it is easy at all for a single defender to do it, that just creates an even better scoring opportunity elsewhere.
Miller has a lot of value both in driving to the hoop and passing. I'd want to keep that value in play while still having Roy's shot-making value in play. I think an ideal end-game lineup would be Miller, Rudy, Roy, Outlaw and Aldridge. All of them can hit a shot, they all can occupy different parts of the court. You let Miller penetrate...if the defense doesn't collapse, Miller is excellent at getting free throws and/or a good chance at the rim. If the defense does collapse, even just one extra defender, you have either Roy or Aldridge open (one of your two best players) or Rudy or Outlaw...two of your best shooters.
Webster could also be part of it instead of Outlaw, depending on who's shooting better that night. Blake can hit open shots, but Webster/Outlaw are superior at creating a shot if the defender closes out well or the ball gets swung to them when they're not wide open. So, I just don't see the point of playing Blake over any of Rudy, Roy, Miller, Webster, Outlaw or Aldridge.