Toronto: Dahntay Jones, Darren Collison
Indiana: Jose Calderon, Leandro Barbosa
This trade idea is, sadly, not my own. You can read the original here.
Personally, I like it. Here is why:
Raptors get a PG with upside, in my opinion. Collison might not have lived up to expectations after his first year in New Orleans but he still did manage 9 assists per game as a starter his rookie year. It could very well been because of the system that made him successful but I think he could enjoy success in Casey's systems. Defensively he is small but he is fast - if he can keep his man in front of him, I think Casey can work with the challenge of him getting posted up. Collison has also cut down his turnovers in the league - from 4.1 as a starter in rookie season to 2.5 last year to 1.8 this year. Jones is a solid veteran and tough perimeter defender. At this time the Raptors do not have a defensive specialist and I am sure he could be very useful in particular situations.
Another big reason to like this is it frees up $13M this season in addition to the $4.3 in cap space the Raptors already have. They could make a decent offer to Wilson Chandler ($7M?) and head in to the summer with around the same amount of money tied up in 12 players as they would have with Jose and 10 players leaving around $11.5 for free agency. If they didn't get WC they head in to the summer with around $16.8M in cap space (resign Gray, sign a backup PG, hopefully enough money left $9-10M to sign one impact/rotational player) and draft a SG/SF for James Harden-like role.
PG: Collison, backup
SG: DeMar, pick, Jones
SF: WC, JJ, Kleiza
PF: Bargnani, Amir, ED
C: JV, Gray, Alabi
+1 roster spot.