Andy and Sam hold a wake for the Cubs' season, ponder the future of Joe Maddon and the core of the team. Andy digs his tortured roof/payroll analogy again and they wonder just how much money there really is going to be in the offseason.  They come up with a creative way for the Cubs to entice Theo Epstein to stay beyond 2021 (it involves Todd being in jail), solve the Cubs leadoff 'problem' and lament the Cubs are going to finish third in their division behind two teams that just aren't that good.  Oh, and they talk Mitch Trubisky for two minutes for no apparent reason.