If this was ever made into a documentary, it would probably be many years down the line after the White Sox proved that their rebuild worked. It all started on December 6th, 2016 when they traded Chris Sale to the Boston Red Sox in exchange for Yoan Moncada, Michael Kopech, and two others. That is sort of the beginning of it all once they decided that they were going to in fact rebuild.
They performed another trade very shortly after when they sent Adam Eaton to the Washington Nationals for Lucas Giolito, Reynaldo Lopez, and two other prospects. It really set their rebuild off and showed that they were going to be real and commit to it. They made their farm system go from very underwhelming to very strong in a span of 48 hours.
A few months into the next season, they traded Jose Quintana to the Chicago Cubs for Eloy Jimenez and Dylan Cease amongst some other prospects. This is all that has made the rebuild so successful over the past few years which would make a very interesting series, especially if they won. It can go over the start of it, the fact that they fleeced the cross-town rivals, and then the results of it all.