Shed a Bad Contract
In what may seem like an obvious ask, it would be monumentally beneficial for the Blue Jays to be able to trade off a bad contract this offseason. Whether it be Troy Tulowitzki ($20 million in 2019), Russell Martin ($20 million), or Kendrys Morales ($12 million), getting rid of at least one of the big three deals would open up a huge amount of financial flexibility.
Of course, this is so much easier said than done, as Tulowitzki, in particular, will be nearly impossible to trade. Martin, however, could have some market, as a few insiders have suggested over the past week. With the catching market relatively weak this offseason and several bonafide contenders looking for a concrete backstop, the Jays could deal him and still come out of it looking good, even if they do have to pay a chunk of his salary.
Regardless, the Blue Jays are definitely going to explore possible solutions to this problems, as long as they get something in return. They might not be able to deal all three, but saving themselves of one might be enough of a victory to warrant the necessary work. This will, despite the complexity involved, be one of the stories to watch this offseason.