Guest Stars Janelle Hutchison as Aunt Roberta Ellora Patnaik as Nurse Andrew Prashad as Barista Craig Stickland as Make Out Boy #1 Philip Williams as Uncle Joe Martin Doyle as Boss Albert James A. Woods as Trevor Markowitz Chris Gallinger as Noah Jayme Krane as Young Samantha John McGill as Young Josh Anna Kostan as Dr. Tom's Receptionist Roz Bell as Street Musician Jordan Gatto as Make Out Boy #2 Daniel Victor as Band Singer