1. What’s the biggest change your group has gone through in the last year?
2. If I get the job, how do I earn a “gold star” on my performance review?
3. What’s your (or my future boss’) leadership style?
4. About which competitor are you most worried?
5. How does sales/operations/technology/marketing/finance work around here?
6. What type of people are successful here? What type of people are not?
7. What’s one thing that’s key to this company’s success that somebody from outside the company wouldn’t know about?
8. How did you get your start in this industry? Why do you stay?
9. What are your group’s best and worst working relationships with other groups in the company?
10. What keeps you up at night? What’s your biggest worry these days?
11. What’s the timeline for making a decision on this position? When should I get back in touch with you?
12. These are tough economic times, and every position is precious when it comes to the budget. Why did you decide to hire somebody for this position instead of the many other roles/jobs you could have hired for?
13. What is your reward system? Is it a star system/team-oriented/equity-based/bonus-based/“attaboy!”-based? Why is that your reward system? What do you guys hope to get out of it, and what actually happens when you put it into practice?
14. What information is shared with the employees (revenues, costs, operating metrics)? Is this an “open book” shop, or do you play it closer to the vest? How is information shared?
15. If we are going to have a very successful year in 2015, what will that look like?
16. How does the company/my future boss do performance reviews? How do I make the most of the performance review process to ensure that I’m doing the best I can for the company?
17. What is the rhythm to the work around here? Is there a time of year that it’s “all hands on deck” and we’re pulling all-nighters, or is it pretty consistent throughout the year?
18. What type of industry/functional/skills-based experience and background are you looking for in the person who will fill this position? What would the “perfect” candidate look like? How do you assess my experience in comparison?
19. What is your (or my future boss’) hiring philosophy? Is it “hire the attitude/teach the skills” or are you primarily looking to add people with domain expertise first and foremost?
20. In my career, I’ve primarily enjoyed working with big/small/growing/independent/private/public/family-run companies. If that’s the case, how successful will I be at your firm?
21. Who are the heroes at your company?
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