Yeah but I'm not sure you want to take a calculated hit this season. Jays have the best shot to win the division this year, I think we could both agree. Do you want to risk that to make the team a little better down the road, when there is no guarantee the Jays will be as close to winning the division? Red Sox look like they will be perennial contenders from 2016 onwards.
I think you are overestimating how bad Tulo's contract is. 20 million in 2019+ is not an albatross. If payroll is 200 million by then, that is the same as 12-13 million is this year.