Guest Stars Clark Gregg as Arthur Sackler, Sr. Carolina Bartczak as Lily Kryger Brian Markinson as Howard Udell Sam Anderson as Raymond Sackler Jack Mulhern as Tyler Kryger Ron Lea as Bill Havens Ana Cruz Kayne as Brianna Ortiz John Ales as Dr. Gregory Fitzgibbons Noah Harpster as Dr. Curtis Wright Johnny Sneed as Dr. Tim Cooper Matt Baram as Dr. Robert Kaiko Jonathan Higgins as Dr. Coyle Co Starring Olivia Markowski as Toddler Kaylee Vivienne Markowski as Toddler Kaylee David Tompa as Conference Room Lawyer Darrin Baker as Dr. Hartman Jamaal Grant as Shawn Flowers Natalia Gracious as Dr. Cooper's Receptionist Joy Kafi Pierre as Nurse Erin Tara Samuel as Diane Shnitzler John Bydevaate as Mechanic #3 Kyle Gatehouse as Riggs Bryan McLelland as Mechanic #1 Helen Taylor as Joan Pharmacist Kathryn Bellamy as Tanya Laura Afelskie as Jess Brewster James Boyd as Mechanic #2 Marvin Karon as Dr. Morris Sekyoung Lee as Pharmacist #1 Hume Baugh as Reggie Patricia Mislan as Dr. Gregory's Receptionist Andres Jaramillo as San Juan Nurse #1 Brillette Barreat as San Juan Another Patient Elena Reyes as San Juan Patient Gregory Yeo as Pharmacist #2 Amy Hawke as Dr. Morris Receptionist Randy Morgan as Commercial Director Terrel Mollison as Cashier Robbie Stuart Dowling as Lewis Nicco Lorenzo Garcia as Lab Technician Tarah Consoli as Event Coordinator Jack Fagan Reslinski as Teenager #2 Rafferty Blumberg as Teenager #1 Ian Deakin as Wailing Patient Stephanie Herrera as San Juan Nurse #2 Richard Lam as Eager Doctor