Let’s get this out of the way right here at the start: Jeff Passan’s latest “20 Questions” piece is based largely on hypotheses and he makes very few definitive statements. However, the Cubs feature prominently, even if several of the storylines are not exactly new. We also have to consider the source, since one item in particular can be almost solely attributed to ESPN.
The first question asks who is the best free agent this winter, which Passan answers with Gerrit Cole. We heard from Buster Olney earlier in the week that the Cubs would likely be interested, though he downplayed their ability to spend and listed three teams (Yankees, Phillies, Angels) as more likely.