It depends on who we have to max out between Bayless, Martel, or Rudy, because in your little fantasy scenario one of them will have to average about 30 points a game for for the Blazers to win the championship without Roy.
This is like daydreaming about what you would do if you won Powerball for $200M. It could happen, but don't be your retirement on it. Go Blazers
For my money, I'd reinvest the winnings in 100,000,000 more powerball tickets!! (because you know after taxes that's all I'd have)