Winner: Toronto Raptors
The Raptors were bound to make a trade like this at some point. OG Anunoby has been considered a trade target for other teams dating back to last year's deadline. With only one year remaining on his contract with a player option for next season, it was now or never for Toronto to cash in on OG's value.
A versatile wing in his mid-20s with size, length, and a three-point shot is a player that pretty much every team wants, meaning the Raptors would have to come across a truly eye-catching offer to trade Anunoby. Whether or not they had better offers lined up for him last year, we don't know, but regardless, it's hard to be upset about the return they ultimately ended up with.
R.J. Barrett was drafted 3rd overall in 2019, and while he has yet to break out as an all-star-caliber player, there is certainly still potential there. Placing Jalen Brunson and Julius Randle in New York's pecking order certainly hasn't helped Barrett's development. With increased opportunity as a scorer and playmaker in Toronto, perhaps he can evolve his game.
Immanuel Quickley is another exciting young talent for Toronto to add. Throughout four seasons with the Knicks, Quickley has primarily come off the bench and has evolved into a top-tier sixth man who will enter restricted free agency this summer. Toronto has Quickley's restricted rights, meaning they will be able to bring him back long-term and presumably make him their point guard of the future.
Overall, this is an amazing haul for Toronto, as they acquire two potential franchise cornerstones in exchange for a player they didn't plan on keeping long-term anyway, as well as a couple of replaceable bench pieces in Achiwua and Flynn.