Guest Stars Sarah Gilman as Penny Gill Derek Webster as Dr. Milton Hudson Natasha Hall as Valerie Hammond Paola Andino as Ella Jalen Jamar Gilbert as Twist Melanie Minichino as Libby Cantor Co Starring Ogy Durham as Kendall Lacey John Tague as Dirk Cantor Mike Estes as Handsy Dilbert Jen Kater as Netty Reynolds Aryana Hamzehloo as Cleaning Lady