Yeah, I'd be game for anything involving us acquiring Winslow. Minor personality issues aside (really, all he ever did was say some stupid stuff in college) he might very well be the most talented TE in the game. Offensively speaking, he's one of those great WR/TE hybrids in the passing game and he can also block. As far as Anderson is concerned, he has shown promise but his 28 INTs in about 1.5 seasons as a starter is pretty scary. On top of that, his career completion percentage is just 54%. Right now, I'd put Trent a level above him.
And no, I'm not opposed to Trent having a little competition and Anderson could provide that. I'm definitely not 100% sold on Trent, but from what I've heard Jauron and the rest of the team are sold on him. That's really all that counts.
In summation, I'd rather see a veteran backup than Anderson, but if Winslow is involved we should sign on the dotted line ASAP.