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Content Warning: This section of the guide includes discussion of mental illness and sexual content.
How does the resolution of Phoebe Berman’s Gonna Lose It subvert or reinforce traditional romance conventions? Cite specific examples from the text to support your argument.
Discuss Averick’s use of symbolism and metaphor throughout the novel. In what ways does her use of these literary techniques contribute to her thematic engagement with The Isolating Experience of Anxiety?
Compare and contrast Phoebe Berman’s Gonna Lose It with another novel that features a supportive friend group as a central part of the story, such as Talia Hibbert’s Take a Hint, Dani Brown or Emily Henry’s Happy Place. How does each novel demonstrate The Value of Platonic Relationships?
Analyze Jonathan Cooper’s character arc as a parallel narrative to Phoebe’s. How do his struggles with identity and sexuality mirror and diverge from hers, and what does this parallel structure reveal about the novel’s broader arguments concerning self-acceptance?
Compare and contrast Matthew Baxter with another romantic leading man from classic literature such as Edward Ferrars from Austen’s Sense and Sensibility or Shakespeare’s Romeo Montague. What similar traits or flaws emerge?
How does the novel’s structure, particularly its use of an Author’s Note, work to frame Phoebe’s journey and manage reader expectations? Cite specific examples from the text to support your argument.
The novel provides detailed, clinical depictions of Phoebe’s anxiety, including panic disorder, emetophobia (an intense fear of vomiting), and Relationship OCD (an anxiety pattern centered on obsessive doubts about one’s partner or relationship). How does grounding Phoebe’s experiences in specific psychological diagnoses affect the narrative?
The device of Phoebe’s checklist drives every encounter in the first half of the novel. Analyze how this checklist functions as an engine for the plot? What would happen to the narrative if the checklist were removed?



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