As Lizzy's twenties come to a close, an aspiring author facing a streak of misfortune finds herself gripped by fear at the prospect of turning thirty. Suddenly thrust into three vivid fever dreams, she awakens in the lives of an accountant, a young mother, and an E-Girl Influencer, each reality offering a glimpse into alternate paths she could have taken. Through her journey within these dreams, she searches for traces of familiarity, longing for the comfort of her dog, Baby, and the life she had previously resented. Yet, as she navigates these surreal scenarios, Lizzie ultimately finds peace in realizing that her life is fulfilling. "Waking up Thirty" isn't as daunting as she feared.