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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 6 of 30

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

Employers want to know that you are respectful of your leaders. While you do not always have to agree with your leader, the interviewer wants to see that you respond to them with kindness and respect.

Talk about a time when your boss made a choice to which you did not agree. Explain how you responded. The key to successfully answering this question is to impress upon the interviewer that you are a respectful employee who treats others with dignity and kindness. If you are newer to your career, you can draw from a post-secondary example (Perhaps you had a conflict with a professor).

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How to Answer: Have you ever experienced conflict with a boss or professor? How was it resolved?

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

      What You Need to Know

      Employers want to know that you are respectful of your leaders. While you do not always have to agree with your leader, the interviewer wants to see that you respond to them with kindness and respect.

      Talk about a time when your boss made a choice to which you did not agree. Explain how you responded. The key to successfully answering this question is to impress upon the interviewer that you are a respectful employee who treats others with dignity and kindness. If you are newer to your career, you can draw from a post-secondary example (Perhaps you had a conflict with a professor).

      Answer Example

      "I had a conflict with a manager earlier in my career. One of our team members skipped out on work six times in one month, and I was always asked to cover their shift last minute. I was frustrated and could not understand why my manager wasn't just terminating the employee. I reacted hastily, and the manager patiently reminded me that he had his reasons. He explained that he asked me to cover the shifts because he liked me and I was reliable. It turns out the absent employee had serious health concerns, and our manager was trying to be empathetic without disclosing the situation to our team. I felt terrible and learned that sometimes things aren't always as they seem. I apologized, and all was well."

      Admin Example

      "There are times when I have asked questions or brought up suggestions that challenged a boss or coworker. We resolved the matter with humility and the intent to resolve the problem while better understanding the opposing viewpoint."

      Written by Rachelle Enns on December 5th, 2020

      Sales Example

      "I have disagreed on many occasions with professors or bosses, but there have only been a few times where it has come to a head. One instance that comes to mind was regarding the distribution of my accounts when I was transitioning to another role. My boss had a plan that conflicted with the recommendations, which was a problem because I know some of my accounts specifically disliked those account managers. I laid out the reasons why I was upset and frustrated with the decisions he was making. He explained why he was making them, and in the end, we identified three accounts that could be switched around so that everyone was happy and the branch didn't lose any business."

      Written by Rachelle Enns on December 5th, 2020

      Retail Example

      "One of my first mentors shared with me a nugget of knowledge: if you're comfortable, you're not growing. So, I try to seek out opportunities for small discomfort whenever possible. I keep a running list of things that I have identified as areas for improvement in the department and bring them up tactfully with my boss. When I lay out the reasons for the upgrades, she lets me tackle the issue. Occasionally she pulls rank and says no, and though it's frustrating, I know that she must know more than I do, so I bite my tongue and put my head down and get back to work."

      Written by Rachelle Enns on December 5th, 2020

      Marketing Example

      "I had a boss that was incredibly skilled at his job but was overly direct. He led with tough love, and while that worked for him and some people, it did not go well with the graphic designer on our team. I tried to stick up for her and let him know that while his heart was in the right place, his approach wasn't effective and was hurting her productivity. At first, it was a conflict because he felt insulted that I was questioning his management, but finally, we were able to come to an understanding, and he considered a new approach for her and the employees in general. I was happy that I stood up for her in a tactful way and the department was better off as a result."

      Written by Rachelle Enns on December 5th, 2020

      Manager Example

      "One of my first bosses was very hard to get along with as his expectations were often unreasonable and would come with little explanation. I stayed with him for about two years and left when I knew I was no longer benefitting from his leadership. I did keep my head down for the most part, but the benefit came to me at a later time, when I took on my first management role. I knew what I did not want to be like and thus, the experience helped to shape my management style."

      Written by Rachelle Enns on December 5th, 2020

      Teacher Example

      "I have experienced conflict with the student of a parent recently, which was quite unnerving. The parent misunderstood the grade that their child came home with and came down hard on me via email, and then by calling my Principal the following day. I called the parent immediately, asking for a face to face meeting. Once we met in person and I was able to walk the parent through the project, and expectations, they realized their child did indeed breeze over a lot of the work. A face to face meeting made all of the difference in that situation."

      Written by Rachelle Enns on December 5th, 2020

      Anonymous Interview Answers with Professional Feedback

      Anonymous Answer

      "Last year, I had a conflict with a previous manager. At the time, we had several large projects being worked on at the same time. I requested more workforce to address the large workload but was denied. My team and I completed the projects simultaneously through many hours of overtime and no vacation. After these projects were completed, my feedback was recognized by the manager, and the department gained two new-hires to address high volume workloads. In the end, the conflict was resolved reasonably."

      Lauren's Feedback

      Good example.
      "
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