Morgan Rielly will probably have a banner hanging in the rafters of Scotiabank Arena one day, long after his NHL career is done.Rielly has the second-most points (549) and assists (451) of any Toronto Maple Leafs blueliner — topped by only Börje Salming — and the fifth-most goals (98).He isn’t the best defenceman to ever play for the Leafs, but he’s somewhere in the top 10 for sure.Franchise rank (D)Games9513rdGoals985thAssists4512ndPoints5492ndSelected fifth in the 2012 draft, Rielly has been a member of the team for almost 14 years now. He was drafted by then-Leafs president and GM Brian Burke and was first coached in the NHL by Randy Carlyle. Almost all of his rookie-year teammates are not just out of the league, but long gone in some cases, including Joffrey Lupul, Dave Bolland and David Clarkson.Rielly has been through it all with the Leafs. Now there’s a chance his time in Toronto might finally be coming to an end.Discussions between John Chayka and Mats Sundin of the Leafs and Rielly’s agent, J.P. Barry, are ongoing about the possibility of Rielly going elsewhere this offseason, according to a league source who was granted anonymity so that he could talk freely. Rielly is ranked sixth on Chris Johnston’s offseason trade board for The Athletic.But to get a deal done, the Leafs need to clear a series of not-insignificant obstacles first.In fall 2021, Rielly signed an eight-year contract with the Leafs, which included a full no-movement clause. He will have full say on where he goes, if anywhere, in a trade. Where he’s willing to go is precisely the kind of thing Chayka and Sundin would be talking about with Barry, who also happened to represent Sundin during his playing days.Is Rielly open to moving to a young and frisky team that also happens to be out of the spotlight and in need of defencemen, such as the San Jose Sharks? Is he willing to go home to Vancouver to play for the rebuilding Canucks? Or will he only go elsewhere to play for a contender?The Leafs need one of the teams Rielly wants to also want Rielly and his contract, and be willing to agree to trade terms Chayka and Sundin find acceptable. What do they expect to get back in a deal? A mid-round draft pick and/or a so-so prospect? A roster player of some kind?Would this be a pure salary dump? Might the Leafs even have to attach a sweetener, considering Rielly’s recent play and the size of his contract ($7.5 million cap hit), as they did years ago in moving Patrick Marleau, Nick Ritchie and Petr Mrázek?The Leafs will have to see if they can make a trade without having to retain salary, and if not, decide how much retention is too much ($1 million? $2 million) for a deal with four years still remaining.The Chicago Blackhawks retained $2.5 million annually for the five years remaining on Seth Jones’ contract when they dealt him to the Florida Panthers in 2025, but got back goaltender Spencer Knight and a first-round pick.