The Maple Leafs sent shock waves through the NHL Tuesday when they announced a multi-player deal with the Senators that sent defenceman Dion Phaneuf, blueliner Cody Donaghey, and forwards Matt Frattin, Casey Bailey and Ryan Rupert to Ottawa in exchange for forwards Milan Michalek, Colin Greening and Tobias Lindberg, d-man Jared Cowen and a second-round draft pick in 2017. For Toronto, the deal gives the organization more salary cap flexibility with which to manoeuvre in the seasons to come, and for their now-former captain, the move represents a fresh start in a passionate hockey market.