The play takes liberties, for laughs, with the biographies of the famous political rivals. What if they were assigned to be pen pals as second-graders? In their heretofore undiscovered personal letters spanning half a century, right up to November 2020, we see their awkward friendship wax and wane in letters that borrow liberally (not conservatively) from Trump and Clintons actual public dialogue. You might be surprised who gets the last word! The show is unapologetically satirical, comedic, engaging and cathartic. Further musing about larger ideas around status, male and female power, and the responsibility of how we, as people, empower certain dynamics to evolve will be likely topics of post-show conversation among those who go on the journey of Dear Donald/Dear Hillary (Their Secret Correspondence).