I am sure he prefers POR over a place like Minny or Cle where he might of ended up as only under the cap teams can bid on him - he basically has NO opportunity to go right shopping as he has NO choice of destination
Minny has a chance to be pretty good. Cleveland? Well I guess it depends on how Irving pans out. Either place would be an OK place for a veteran guy to go and reinvent themselves as a short-minutes, role-player, bolstering young guys and trying to help them succeed (if Roy was so inclined).
I think that would be his worst scenario. If he is getting short minutes as a role player, then he would be better of with a veteran team. Boston, LA, SA, Miami