I don't think he needs to get with Chip. He needs a new team where his confidence will come back. In 08-09, he came here with no expectations and proceeded to play GREAT where every off balance shot and buzzer beater felt like it was going to go in. Then Pop played him at pg (because George Hill clearly wasn't ready for the playoffs

) and Mason started to struggle and ended up playing bad in the playoffs.
Then this year happens and he watches Finley start the first couple of games for no reason, and then get replaced with Bogans as the starter and he's gotta be thinking "WTF". Annnnd his confidence plummeted. Then he asks for a trade, Finley leaves the team, Parker gets injured and suddenly, minutes are just dropping onto him annnnnd he promptly shoots 1/10 against Cleveland. And thus, the complete removal of Roger Mason Jr.'s confidence.