Guest Stars April Parker-Jones as Darcy Hawkins Bob Stephenson as Jimmy Taylor Clare Carey as Mary Bailey Candace Bailey as Skylar Stevens Sterling Ardrey as Samuel Hawkins Jazz Raycole as Allison Hawkins David Meunier as Russell Siena Goines as Sarah Mason Christopher Wiehl as Roger Hammond Dan Sachoff as Harry Carmichael Dustin Seavey as Teddy "Ted" Williams Michael Rubenstone as Mike