Maple Leafs head coach Randy Carlyle has come under fire for the team's slide and Leiweke will have a say in whether or not he returns behind the bench next season.
Leafs GM Dave Nonis, who signed a five-year contract extension last June, could also be on the hot seat, as Leiweke could opt to bring on his own man to run the hockey club.
Regardless of what happens off the ice, the on-ice product could look significantly different for the 2014-15 season, as several roster moves are expected to be made this summer.
Forward Nikolai Kulemin could walk as an unrestricted free agent July 1, while center Nazem Kadri, according to a well-placed source close to the team, is likely to be moved.
"I'd be surprised if (Kadri's) back with this group once camps open up," the source told TFP.
Defensemen Jake Gardiner and Cody Franson, both pending restricted free agents, could also be on the outs, as the club wants to address its blueline.
The Leafs want to re-sign center Dave Bolland, but his asking price, believed to be in the $5 million range, might be too high for Toronto's liking.
Roster decisions will become clearer once the Leafs' season comes to a close. The team will be extremely active leading up to the NHL Draft and free agency.