시즌 1, 에피소드 5: Bethenny meets Alex to teach her healthy cooking techniques for her family. Alex senses that something is wrong and Bethenny confides in her that she and Jason are having trouble, talking about her desire to have a baby and Jason's lack of commitment. Bethenny plans a trip to Miami to clear her head, and while she's out, gets a phone call from Simon inviting her to a surprise birthday party for Alex that night. The van Kempens get ready for their big night out. Simon blindfolds Alex and takes her to a yacht filled with all of their friends for a surprise birthday party. After everyone departs, Alex and Simon take a romantic sail around the Statue of Liberty. Ramona gets Avery and her friends ready for a school dance, where she reminds them that they have a lot of friends and should not be concerned with having boyfriends yet. She also reminds Avery that she'll be chaperoning at the dance, and Avery lays down the ground rules - Ramona is not allowed to talk to Avery or dance and embarrass her. Jill goes to Bethenny's apartment to help her pack for Miami, and they discuss Bethenny's baggage from previous relationships and her problems with Jason. Jill voices her opinion that Jason isn't perfect either, and they discuss what Bethenny might be able to do to salvage the relationship.