10 Tough Interview Questions and Answers

CV Simply
6 min readMay 21, 2019

During a job interview, you may be asked tough questions. Tough interview questions vary widely between industries, but there are several tough questions employers commonly use to learn more about you as a candidate.

In this article, we’ll look at why employers ask tough questions and what they’re looking for in your answer. Then, we’ll explore examples of tough interview questions with sample answers.

Why do employers ask tough interview questions?

Employers ask tough interview questions for several different reasons. One reason employers ask difficult questions is to seek out important information about you. For example, employers might ask you to tell them about yourself. While it is difficult to provide a brief, eloquent summary of yourself, it is helpful context for employers to understand.

Another reason employers ask difficult interview questions is to learn about your thought processes. For example, they might ask you an unexpected and abstract question like, “If you were a tree, what type of tree would you be?” The employer is not looking for a specific answer here, but rather asking to see if you can think quickly and support your answer with some logic or explanation.

Lastly, employers might ask tough interview questions to gauge your experience level and comfort with difficult tasks. This is more common in technical roles like computer programming or accounting. These questions should be answered to the best of your ability. Check with friends or colleagues in your industry for examples of test questions they’ve received.

1. What critical feedback do you most often receive?

This question is similar to “What are your greatest weaknesses?” Employers ask this question to see if you have a sense of self-awareness and that you’re actively working on self-improvement. To answer this question, think of a genuine piece of criticism you’ve been give, or a weakness you’re aware of. Provide a brief explanation of the critique and how you’re working on improving it.

Example: “In the past, I’ve been told that I tend to talk over others in meetings. While I do get excited about the projects I’m working on and love collaborating with others, I deeply understand the value of active listening and using the diversity of ideas in the room. I’ve made it a point to listen actively by taking notes and make myself the last one to contribute while others are sharing.”

2. Tell me about a time you overcame an obstacle.

Employers ask this question to understand how you deal with difficulties. You can use the STAR method when answering behavioral interview questions like this. Provide a brief summary of the situation, your role in the situation, the action you put into place to resolve the issue, and how the issue was resolved as a result.

Example: “I worked as a retail manager at a department store during prom season. A customer purchased a dress online and had it delivered to the store where it was accidentally purchased by another customer. Before calling the original buyer, I located the same dress at another location nearby. I ordered it to be pressed and delivered to her home the morning of prom with a gift card to thank her for her understanding. The customer immediately wrote us a five-star review on several review sites.”

3. How do you handle stress?

Stress is a component in many jobs, employers want to know you’ll handle it constructively with a good attitude to maintain good company culture. You can answer this question by explaining how you typically respond with an example to support it.

Example: “Communication is key for me in stressful situations, even if over-communicating is necessary to ensure everyone is on the same page. For example, I was working on a project with another team and we found there was duplicate work being done. By scheduling a weekly standup and keeping open lines of honest communication with our teams and managers, we pushed the project forward and ended up contributing to a significant company goal in a big way.”

4. What’s your biggest weakness?

Employers may ask about your weaknesses to see if you have a sense of self-awareness and how you’re working to improve.

Example: “One weakness I’ve been working on is my ability to provide constructive criticism. I understand how providing feedback on work or projects that could have been handled better is extremely valuable. To improve on this, I’m writing down my feedback before I approach my colleagues. This helps me to plan out my answer, give the best criticism possible and be less nervous.”

5. Why are you leaving your current position?

This is valuable information for employers to understand. It helps them ensure the opening will be a better fit, make sure they can provide for what your previous employer did not or see if you might have contributed to a negative experience for both you and the employer. Answer this question honestly, but refrain from providing too much personal or negative detail.

Example: “While I highly valued my time at my previous company, there are no longer many opportunities for growth that align with my career goals. This position aligns perfectly with my skill set and how I’m looking to advance my career.”

6. Why do you want to work here?

Employers often ask this question to make sure you’ve put thought and research into your decision to seek employment at their company. This question might be particularly important if you’re changing industries or job roles.

Example: “When I began looking for a new position, I purposefully sought out companies that are committed to integrity, philanthropy and innovation, and your company ranks at the top of the list. Your company has always been forward-focused and used technology to help improve the customer experience, and I’m looking for an opportunity where I can put my passion for great UX to work.”

7. Why should we hire you?

Employers might ask this question to understand what differentiates you from other candidates they might be interviewing. To answer, explain how your experience, skills and attributes make you the best fit for the job. Make sure to carefully review the job description beforehand to understand what qualities they’re looking for.

Example: “You should hire me for my passion and proven abilities in organization for office efficiency. In my previous role as an administrative assistant, I came up with a plan to reorganize the office supply closet by category. Because items were easier to find, we placed fewer orders and saved 30% on office supplies year-over-year. I’m excited to bring my skills to this role.”

8. Do you have any regrets?

Employers might ask this question to get a self-assessment on possible shortcomings in your life. To answer this question, you might choose to say that you do not have any regrets in life for a certain reason. Be sure to let them know that you have made mistakes, you have learned from them to become better. If not, you might select a regret or shortcoming that is both professional and would not hinder your ability to perform the job in any way.

Example: “I do always wish I had known what I wanted to do very early on in my career. Having more years to grow and advance would help me be even better at my job. However, I learned skills in my previous career that I wouldn’t have otherwise learned that help my in me in my job today.”

9. Tell me about yourself

Employers will likely ask this question early on in the interview process, or you might have to answer it in early-stage phone interviews or recruiter screens. To answer this question, you should provide a quick synopsis of your education, highlights of your professional experience and achievements and what brought you to the position you’re applying for. You should give some good information from your resume.

For example answers, visit Interview Question: “Tell me about yourself”

10. What’s your greatest achievement?

Employers might ask this question to understand what you consider to be your most valuable accomplishments. To answer, think about a recent example that is ideally related to the job in some way. Briefly explain the achievement, your role in it and why it is valuable to you.

Example: “Last year, my team won an award for most innovative process improvement. My role was to organize the team to brainstorm ways we could speed up the production process. We tested three proven ways and implemented the one that worked best for us. The change in processes decreased time to production by 20%, allowing us to double our output.”

While some interview questions are common and expected, others may surprise you. It is important to prepare as much as possible for unexpected scenarios. You can do this by preparing a few examples and asking others in your industry for unexpected questions they’ve been asked in interviews. You can also ask for a moment to come up with a thoughtful answer.

--

--