A recent discussion has brought new details on the challenges that must face the Toronto Maple Leafs due to the high tax rates in Toronto, which are among the highest in North America. This situation gives a major disadvantage to the team when the salary question is raised on negotiations with players.
If he signed an eight-year, 11.5 million AAV contract, Nylander would pay something around $6,114,271 in taxes, clearing $5,385,729 a year. In Florida, he'd clear $7,284,668 and pay $4,215,332, around $1.9 million more in taxes per year. Over an eight-year contract, he'd pay about $15 million more in taxes in Toronto.
However, any high-profile player for a major organization like the Toronto Maple Leafs will get many financial opportunities, like lucrative deals with major sponsors, for example.
The hope remains that the appeal of playing for a prestigious team like the Maple Leafs, added to the outside opportunities, will make Toronto an attractive option for top talent like Nylander despite the high taxes.