SAMPLE INTERVIEW QUESTIONS

  • Why did you write Captain’s Wanted in the second person using genderless pronouns for most of the novel?
  • How much of your real life experiences — being one of the first 30 Airbnb employees or attending Harvard for a Master’s Degree or being on the floor of the New York Stock Exchange when Fiverr went public — shape the story of Captains Wanted?
  • Captains Wanted is inspired by your friend Aaron Pinsky’s last words “I am the captain of this ship.” Since writing the book, how has your idea of being the captain of your own ship changed for you?
  • You’ve spoken about traumatic events that have occurred to you in your travels to over 90 countries, like being held captive by guerrillas or being drugged and robbed in Colombia. Do these experiences inform the character’s journey in Captains Wanted?
  • Plant-based medicines and psychedelics make an important appearance in Captains Wanted and the main character’s journey; what role do they have in this book, what role have they played in your life? What would you advise someone thinking about partaking in their first ceremony?
  • What do you hope readers will take with them after reading Captains Wanted?