To help us discover more in interviews, we've curated a selection of our favourite questions. 

  1. What do you think would be the best question for us to ask you?
  2. If you designed the Hiring process (attracting, interviewing, onboarding), what would it look like?
  3. How do you think we should measure how valuable your contribution is?
  4. What important truth do very few people agree with you on? Source: Peter Thiel, Zero To One.
  5. When you're in flow at work (doing something you love, you're in the zone, yu lose sense of time)..., what are you doing?
  6. On a scale of 1-10, how weird are you? Source
  7. What would you do if you didn't have to work?
  8. If you could have any job in the world, what would it be?
  9. What is the most important thing you do at work?
  10. Tell me about your perfect week, not just work but your perfect week as a human being. What does it contain? How does it make you feel when you put your key in the door on Friday night? Source: Andy Woodfield
  11. What would you do if you weren't afraid?
  12. What are you an expert at?
  13. What would you like everyone to know about you?
  14. What would you like your legacy to be?
  15. If we're really happy with your performance after the first 6 months, what do you think you'd have done?
  16. What's the best piece of advice you’ve been given?
  17. Who are you inspired by?
  18. What are you most proud of?
  19. Teach me something complex I don't know 
  20. What's the biggest failure you've had at work?
  21. What advice would you give us for how our company/team can improve?
  22. What would you like to have achieved within the next 5 years?
  23. If you were to write a book, what would it be about? 
  24. Who would you really like to meet?
  25. What’s something we wouldn’t know about you by looking at you?
  26. What does success mean to you?
  27. What would you like to learn?
  28. What's your story?
  29. How do you make decisions?
  30. Who else is really great at what you do?
  31. If you were to suggest one video on YouTube I should watch, which would it be?
  32. What would the ideal pre-boarding/onboarding process be from your perspective?

A few notes:

  • To uncover things at deeper level, you may like to ask "Why?" after someone response.
  • For each question we thought about sharing the reasons why we like it, and what sort of stuff to look out for, though we thought this might bias people's thinking. The questions you ask and your interpretation should be dependent on your purpose and vision.


- Interview over dinner, like Mailchimp - source.
- Try and hire people smarter than you.
- Reduce length of interview process. e.g. KPMG combine into one-day


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