It was reported (I honestly don't remember where) that Rupert's agent told teams not to draft him because he had a deal in place with some team, and he was taken by Portland, so... plus, in Portland's press conference Rupert said that his agent told him he had an offer from Portland and he agreed to go there. The difference isn't the picks, lots of teams were able to get into the early 2nd round even without picks, just for future 2nd rounders. However, going by Rupert's words and his agent's actions, Portland probably gives him several guaranteed years unlike other teams, and that's a significant difference.