I could cee something like this happening if you insert AB or BB not Garland due to contract.

Here before Leafs fans stupidly call Garland a bad player and cap dump

If and it's a big if, the Leafs deal Nylander it would to gain next year, not take on Garland for a total three years. But the trade proposed might be fair.

It's not that he's necessarily bad, it's just he's not desirable. Teams only want him if he comes with a sweetener

When his team has been shopping him for over a year, it’s not like he has positive value. He’s closer to a cap dump than a good player. It’ll take more than a 4th to move him and they likely won’t get a player like Brodie back in return