Three suggestions.
Braun almost got traded to the Dodgers for Yasiel Puig in 2016. How close was that to getting done?
The 2022 trade deadline still looks puzzling. A first place team trading away their closer, and then needing to DFA one of the players they just acquired... It really looks like there were other deals that fell through leaving Milwaukee holding the bag. I've always wondered if the mishandling of the 22 deadline resulted in Stearns being set aside but not released, like an unannounced suspension.
Finally, I think a deep dive on the 2008 season would be worthwhile. The low point in May getting swept in Boston when it's suspected that Yost almost got fired, along with the closed door team meeting that followed; the trade for Sabathia, the firing of Yost with only two weeks to go; the final victory over the Cubs and then waiting for the end of the Marlins-Mets game... The first Brewers playoff team in 27 years had a lot going on.