I could be wrong, but I don't think Bo's market is going to be that big. How many big market/spending teams need shortstops? The Dodgers are the only one I can think of, and Bo doesn't strike me as the type that they'd give a huge contract to. The Tigers will need a SS but they are pretty cheap, their best prospect is a SS in AA, and not sure they have an appetite to spend huge on a SS with Bo's profile given what happened with the Baez contract. The Yankees, Phillies, Red Sox, Cubs, Mets, Rangers, Padres, Angels, etc, are not going to be spending on shortstops.
I think Bo on whatever contract he gets is going to age like milk left outside on a hot day, so I hope the Jays aren't the ones who give it to him, but if they wait out his market this winter and he becomes available on a shorter term deal due to lack of big money interest in him, then that wouldn't surprise me.