1. THE THREE LIVES OF CATE KAY is ultimately about one woman’s biggest regret. What do you think about the role of regret and redemption in this novel?

2. Have you ever felt what Amanda and Annie describe in the novel as “cosmic bigness”? What does that phrase mean to you?

3. Jake Fischer, Janie Johnson and Sidney Collins are all characters adjacent to celebrity. How does proximity to fame motivate their choices?

4. Cate Kay’s memoir is a collection of chapters written in part by her supporting cast. Do you think any of these narrators are particularly unreliable? What do you think of the differing perspectives?

5. Given how Cate and Sidney’s relationship ended, why do you think Sidney agreed to contribute to Cate’s memoir?

6. Was Amanda’s choice to zip-line across the pool a theatrical or adventurous impulse? Or was she looking for attention from Annie?

7. Why did Janie call the paparazzi on Cate and Ryan?

8. How does ambition affect the relationships between characters in THE THREE LIVES OF CATE KAY?

9. THE THREE LIVES OF CATE KAY is a novel full of messy and imperfect characters. Who is your favorite character, and when were they at their messiest?

10. Which author, living or dead, do you wish would write a tell-all memoir about their success?