Mazz: Tom Brady, Jimmy Garoppolo and the succession plan that never came to be

In the span of roughly two years, after having what Belichick himself called “the best quarterback situation in the league,” the Patriots effectively lost both Brady and Garoppolo for a second-round pick in 2018 and a compensatory selection in the 2021 draft, which feels like one of the worst examples of roster management in the history of all professional sports.

Mazz: The Chaim Bloom Era? It's off to a boring start

If you’re looking for any sort of narrative on the Chaim Bloom Era so far, this is it: he hasn’t exactly come out guns blazing. Bloom’s moves as Red Sox GM thus far have been small, conservative and boring … which is precisely what you’d expect from a team like, say, the Tampa Bay Rays. Whether those kinds of deals can pass muster in Boston over the longer term remains to be seen, particularly if the Red Sox remain relatively invisible on the Boston sports landscape.

Mazz: Trading Andrew Benintendi would tell us something ... about Chaim Bloom

Given the Red Sox’ predicament – few if any prospects, bad free agent market for pitching after the season – they are in a weak position. Benintendi shouldn’t be given away. But given the emergence of Alex Verdugo, Benintendi is an obvious piece to deal for good pitching, something the Red Sox desperately need as they try to rebuild their wretched organizational pitching pool.

Mazz: The one question the Red Sox still haven't answered

If the Red Sox knew they had to be under the luxury tax threshold as far back as the fall of 2018, why did ownership “green-light” the combined $213 million signings ($43 million annually in luxury tax) of Chris Sale and Nathan Eovaldi, two pitchers with histories of breaking down?

Mazz: The real story of this trade? It's not about Mookie Betts - it's about Chaim Bloom

Does Chaim Bloom really know what he is doing? Did the Red Sox get even remotely decent value for Mookie, even if Betts did have just one year remaining on his contract? Are the Red Sox merely cycling through another GM (and manager) since the departure of Theo Epstein (and Terry Francona), or are they actually building something again with a longer-term, more sustainable model?