During a romantic getaway with Jess, Cary runs into an old friend with an omen, while Brooke books four hotties on her mom's show in hopes of finding a boyfriend.

In a desperate attempt to land a legit new agent, Cary tries to rebrand himself as an actor-slash-writer. Meanwhile, Brooke, at long last, lands something of her own - and in doing so, connects with someone from her past.