5 Tough Interview Questions

Kimberly Schneiderman ImageBy: Kimberly Schneiderman
Owner, City Career Services

The most important strategy to remember is to keep your answers positive and honest. To prepare, think about the truthful answer to a question and look at it from the interviewer’s point of view. Ask yourself how the information can be framed so it remains truthful but also validates your professionalism and insight into a situation.

Here are five tough questions and answers – and the strategies behind them!

1. What would your previous employers want to change about you?

When presented with this question, some people may want to deny that anyone would want to change anything about them. After all, it is everyone else who has annoying habits, not you. Right? Wrong. Speak about something that is credible and sincere, but also mention how you have learned from the situation. Be sure that your topic is not a skill directly related to your position but rather something that you can work around.

For example: “I was once made aware how poor my handwriting is; my boss was concerned handwritten notes to other staffers would be misread. With that in mind I developed a strict policy of typing all notes to my teammates, even if it is just a quick message.”

Alternatively, you could talk about a situation that has created a side benefit for others: “One of my previous employers thought I could speed up progress on projects. After some reflection, I realized I was getting distracted during projects by doing tasks that could be delegated to my quite capable assistant. Now, when starting a project I make a list of tasks that can be done by my support staff. I also find that now my staff stays productive and learns more about their jobs.”

2. What do you think management should do to allow you to function more effectively?

How you reply to this question can reveal your attitudes toward work and management. Again, keep your response positive! Think about your answer and frame it in a constructive yet impacting way.

“I’ve found that the more management shares their ideas and vision, the better I can function in my position. When they clearly communicate the organization’s goals and the reasons behind some of the actions taken, I am ultimately better able to buy into those ideas and represent the company in the best way possible.”

Also, share an example of a time that this worked very well for you. Give background of the situation, management’s approach, your actions and the results.

3. What has prevented you from progressing as fast as you would have liked?

This is a tough question; it implies that you are not where you should be in your career and that, possibly, it is someone else’s fault. Don’t fall into this trap by blaming any of your lack of success on anyone or any company.

Try something like “Some circumstances within my current position have limited my upward mobility; it is a small company with a loyal staff. Since there is not a lot of turnover, it makes advancing difficult. That being the case, I always make sure I take on as many new projects as time allows. I have always wanted to continue to learn and grow, even if my title wasn’t changing.”

Again, continue your answer with an example or two that demonstrates your philosophy.

Whatever your response, think about what it will sound like to an employer. Does your answer present you as someone focused on achievements and goals or as someone who is “entitled” to recognition for doing the basics?

4. Tell me about the best/worst boss you ever had? What was his/her management style?

Approach each part of this question with an overview, then use examples and insight to give definition to your thoughts. Moreover, especially with a question like this, keep in mind even your worst boss has desirable characteristics and skills that got them where they are!

“The best boss I had would have to be Jane Jeffries, the CEO at Octagon Financial. She was a skillful leader, an excellent communicator ,and proactive member of the company. She knew our products well and, through quarterly educational seminars and motivational team meetings, made sure the staff did also. She and I are still in touch.”

“The worst boss, wow that is a tough one, I think there is something to learn from everyone. At Junior Films, the president of the company could have been more communicative. I found him to be stoic, and he often held information within a close-knit circle of upper management. Because of this, it was sometimes hard to deliver what the company was looking for on a project. On the other hand, the company was very successful because he was also skillful at keeping information away from our competitors; the company was often first to market, and the competition lagging a bit behind.”

5. What have you been doing since you left your last position?

If you have been out of a traditional paying job for quite some time it will be smart to develop hobbies and activities that you can discuss during an interview.

In your answer to this question talk about your continued research to show you still have industry knowledge. Discuss your volunteer work and how the skills you apply there relate to the job at hand.

“I have spent a great deal of time furthering my education and keeping my credentials intact with continuing education courses at Albertville Community College; I also stay in touch with industry trends by reading the New York Times and Accountants World Weekly. In addition, I volunteer my accounting services at the local youth community center.”

Maybe you were trying a new career but decided you didn’t like it— that is OK as long as you frame the experience in a positive light and explain you are now “returning to your first passion, the (fill in the blank) field or industry.”

One last note, be very familiar with the information you want to share in an interview. The more prepared you are and the better you know yourself and your career, the easier it will be to answer questions and create a dialogue during interviews.

Kimberly Schneiderman is the owner of City Career Services, a company that provides job search tools including Resumes, Cover Letters, and Interview Workshops to goal-oriented professionals at all levels and across all industries. Kimberly has authored numerous career-related articles and videos, and is a recognized presenter on topics such as job search strategies, goal setting strategies, and interviewing. Kimberly can be reached directly at Kimberly@citycareerservices.com