The Globe and Mail reports in its Monday edition that by any conventional measure, Larry Tanenbaum will leave Maple Leaf Sports and Entertainment later this year as a winner. The Globe's Andrew Willis writes that the chair emeritus of the company that owns Toronto's pro hockey, basketball, football and soccer teams will depart with a $4.35-billion cheque for his 25-per-cent stake in MLSE from Rogers Communications, along with championship rings from all the leagues, save one. That one missing trophy, the failure to hoist the Stanley Cup with the Toronto Maple Leafs, is going to haunt an 81-year-old who has known success in everything else he's ever done in sports and business. Mr. Tanenbaum's low-key departure honours the legacy of his father, Max Tanenbaum, an immigrant from Poland who built a steel and real estate business. Shortly after the Raptors' NBA championship run in 2019, Mr. Tanenbaum said in an e-mail exchange that his overarching personal priority was winning a cup with the Leafs. Mr. Tanenbaum has a tradition of winning in hockey that dates back to his college days. As student manager of Cornell University's hockey team, Mr. Tanenbaum booked travel for a team that won the 1967 NCAA championship.