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Career Advice

From Marc Cenedella
Marc Cenedella

The world's leading venture capitalist of today shared the career advice below almost a decade ago. While the advice is targeted at the young, I think the experienced ought to pay heed.

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Who Was Your Worst Boss?

Look out for these 5 interview questions.

By Kimberly Schneiderman
FILED UNDER: Interview Questions.

The most important interview 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 examples of tough interview questions, the "right" 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's 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 of 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. Here's an example:

"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 now that my staff members stay productive and learn more about their jobs."

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

Your response to this question should reveal your attitude toward work and management. Again, keep your answer positive! Think about your response, and frame it in a constructive, yet effective 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 they take, I'm ultimately better able to buy into those ideas and represent the company in the best way possible."

You might also share an example of a time that this worked very well for you. Be sure to give the interviewer some background on the situation, including 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 lack of success on anyone or any company. Your response should be something like:

"Some circumstances within my current position have limited my upward mobility; it's a small company with a loyal staff. Since there's 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 and worst boss you've ever had? What was his 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 him where he is.

"The best boss I had would have to be Jane Jeffries, the CEO at Octagon Financial. She was a skillful leader, an excellent communicator, proactive and involved in the company. She knew our products well and made sure the staff did also through quarterly educational seminars and motivating team meetings. 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, with the competition lagging a bit behind."

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

If you've been out of a traditional paying job for quite some time, it's smart to stay active in ways 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 my first passion: the (fill in the blank) field or industry."

Throughout your interview preparation, follow these tactics to formulate your ideas. When working on answers to a question, make connections between these questions and others. For example, in question No. 1 above, the answer could also be given to a question relating to your weaknesses. In No. 2, a similar answer could be given to a question about your learning style. In No. 5, a similar answer can be given for a question relating to professional development pursuits.

And remember to practice. 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.

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