Siblings Jim Drinkwine (Christopher Halladay), Jessica Drinkwine (Leigh Williams), & Maeve Drinkwine (Lisa Kitchens)
Margaret Tanner (Brittany Lee McDonald & Jerry Tanner (Michael Propster) with Jim Drinkwine in the background as he writes the story of their first meeting. To the left is their son Tommy Tanner (Jay Ben Markson) with a flask in Principal Hopewell's office (Leslie Alexander)
The play begins with various individuals standing in line to go up the stairs to the Pearly Gates. Jessica clutches a manuscript from her brother Jim and has visions of all of the people who have been in the lives of her family. Here she gazes on her sister Maeve as she prepares to join the line. Behind her are her Aunt Margaret & Uncle Jerry and Strother Van Allen (Terrence Montgomery) (who had been both her and her sister's employer).
Christopher Halladay as Jim Drinkwine