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.....if Doc, at age 5, was naive enough to get swindled out of the Reading, Shortline, Pennsylvania and B & O?
My bet is that he offered up the Shortline and B & O, an aging bat and a AA prospect, thereby fleecing his brother out of Park Place and Boardwalk.
Nefariously clever he is.
If you play a board game with him--chess, checkers or Monopoly, makes no difference--then (to quote his ownself) "Be afraid; be very afraid!"
Moe