It will likely not be his decision to make. "Justise rocks, right?"
No one said, Rudy is a PF going forward. Plus, team has only DFC and two specialists to play as bigs, if you're preparing for next season, so rolling with SFs at both forward spots is the way to get them and guards more minutes.
As for Winslow he has a good foundation, but hasn't truly put it all together: his shot is inconsistent, while percentages at FT line and on off the dribble 2s are serious concerns. He had a lot of success lately playing at PF, and even though it might have something to do with replacing another shooter for Amile Jefferson, Winslow at 3 hasn't been impressive. With that said, he's just great transition player.