1. New York Knicks
The Knicks have come up quite regularly as Brown's name made its way across the NBA, as they have a reasonable, ironed-out package to send over. Evan Fournier to match salary, Quentin Grimes to get another young rotation player, and a first-round pick to sweeten the deal.
While Fournier is not valuable, Grimes is a much younger player who is significantly cheaper than a player in Brown owed $23 million via a team option next season. With extra first-round picks to part with, the Knicks might be able to sustain sending a few more over Toronto's way.
Will Bruce Brown be traded to the New York Knicks?
Toronto might feel a bit funny about sending two quality two-way players in OG Anunoby and Brown to a division rival in the Knicks, but if they ultimately have their heart set on a move, the Knicks' ability to make as compelling an offer for his services as any team in the league. From there, the ball is in Ujiri's court.
Keeping Brown this season and the next would mean a serious financial commitment for someone who is not an elite scorer on a team that may not even sniff the postseason. Giving up to a team like the Knicks would be tough to see, as the Raptors may spend a ton of resources trying to get similar value out of a younger player.