In a vacuum, you probably trade him for anyone of those guys. But, the big thing is, those guys have to stay at their current levels to perform up to their contracts (or the new ones they are about to get). I wouldn't trade it for Benn, because he's a UFA in a year, and Kane is 27 and the highest paid player by cap hit in the league. Considering where the Leafs are, its probably best to build around Matthews, who if you compare him to other top center picks of his standard (Malkin, Tavares, Stamkos, Eichel and Lecavalier) should be drastically out-performing his ELC in year 2 or 3. The cap has drastically changed how to view hockey deals. The only thing really worth trading Matthews for is a comparable player still on an ELC, and those aren't really available and also will need to be paid soon.