Tough Interview Questions

To help you prepare for your next job interview, here are 30 of our hardest interview questions.

Tough was updated by on March 19th, 2024. Learn more here.

Question 1 of 30

What is your long-range career objective?

"While visiting your company website I noticed that you have some leadership opportunities available in a variety of locations. I would love to work my way into a management or leadership role with your organization and would be willing to relocate to do so. I like what your organization stands for, and I hope to see a current fit, and future growth, here."

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30 Tough Interview Questions & Answers

Below is a list of our Tough interview questions. Click on any interview question to view our answer advice and answer examples. You may view 5 answer examples before our paywall loads. Afterwards, you'll be asked to upgrade to view the rest of our answers.

  • Career Goals

    1. What is your long-range career objective?

  • Compatibility

    2. Why should we hire you?

  • Discovery

    3. Tell me something about yourself that I wouldn't know from reading your resume.

  • Education

    4. How has your post-secondary education prepared you for this job?

  • Teamwork

    5. Do you consider yourself a team player?

  • Conflict

    6. Have you ever experienced conflict with a boss or professor? How was it resolved?

  • Behavioral

    7. What would your most recent boss say about you if they were asked to describe your character?

  • Management

    8. What qualities do you feel make a manager successful?

  • Discovery

    9. What was one question you didn't want me to ask today?

  • Ask The Interviewer

    10. What questions do you have for me?

  • EQ

    11. Do you ever use your sense of humor to diffuse a situation at work?

  • EQ

    12. What is your biggest regret?

  • Compatibility

    13. Tell me about the worst manager you ever had.

  • Competency

    14. What was your least favorite job? Why?

  • Conflict

    15. Tell me about a time when you had to work with a difficult person. How did you handle it?

  • Compatibility

    16. Why do you think you will be successful in this role?

  • Performance Based

    17. How do you manage your time, even on the busiest days?

  • Job Satisfaction

    18. What motivates you?

  • Tough

    19. Why should we not hire you?

  • Experience

    20. Take a few minutes to bring your resume to life for me.

  • Compatibility

    21. What do you know about us?

  • Career Goals

    22. Why are you looking for a new job?

  • Job Satisfaction

    23. If you could change anything about your current job, what would it be?

  • EQ

    24. Name one suggested area of improvement from your last performance review.

  • Behavioral

    25. Describe yourself in just three words.

  • Leadership

    26. Would you rather lead or follow?

  • Accomplishment

    27. What does greatness, and success, mean to you?

  • Job Satisfaction

    28. Besides compensation, what do you value the most in the workplace?

  • Adaptability

    29. How do you feel about relocation or substantial amounts of travel?

  • Salary

    30. How much do you think this job should pay?