Rosie O'Donnell plays judge Madeline Summers throughout the series. O'Donnell previously worked with Brooke Elliott on the U.S. version of the musical Taboo, which O'Donnell produced and Elliott was a cast member in.
Jane's high school reunion was filmed at Starr's Mill High School in Fayetteville, Georgia. The school's initials, SMHS, were used throughout the episode to stand for the fictitious South Madison High School.
The hospital scenes were filmed at Starr's Mill High School in Fayetteville, Georgia. The waiting room is actually the school's rotunda, with most of the set decorations taken directly from the school's front office. The hospital room is in fact a sectioned-off portion of the school library.