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10 Interview Questions to Assess the Boss

by THEA kelley | January 13, 2018

Woman in business suit wondering about interview questions for bossThe #1 reason people quit jobs is their boss. So in your job interviews you need to interview your prospective manager and get a feel for whether you’ll like working with him or her.

Hmm … how to do that?

It’s fine to ask “What is your management style?,” but the answer won’t tell you the whole story.

Here are 10 good questions to ask at interviews. Use your best judgment in deciding which ones to ask and how to ask them. Remember, you’re not interrogating the manager – you’re having a friendly conversation!

Interview Questions for Your Future Boss:

What are your goals for this position and your department?

You want to understand what’s important to this manager and how you can help achieve those goals. Ask this question as early in the interview as possible, so you can relate your other questions and answers to what you learn.

What do you most enjoy about working in this organization?

What are your frustrations working here?

These questions may give you insight into the manager’s values as well as the strengths and weaknesses of the company culture.

How will you and I work together make me successful in this role?

This may tell you a lot about the manager’s style.

In order for us to work well together, what should I always do, and on the other hand what should I never do?

This question must be asked with a smile! It’s a way of inviting them to air their hot-button issues, the things they feel strongly about – and the wording is very frank, which may encourage a frank reply.

What are some good ideas you’ve gotten from your direct reports, and how did they make a difference?

This may tell you how interested they are in such ideas, whether they act on them, and whether the company provides a fertile field for innovation.

What recognition, training and development have your direct reports received in the past year?

If they’ve received none of the above, this may not be a very motivating environment!

How much do you typically interact with your direct reports?

Many a new hire has been unpleasantly surprised to find that their manager is rarely available.

How do you like to communicate with your employees? By email, phone, texts, popping in with a question, weekly meetings, or some combination? What about when you’re traveling or in the field?

This is also a good time to find out what percentage of the time he or she will be out of the office.

May I ask about the person who was in this job before me – did they advance within the company or leave for a job elsewhere?

This may provide clues not only about the boss but about the company and paths for advancement.

Of course, it’s easier to know what to ask if you’ve done some research on the boss ahead of time. Click this link for tips for doing a “reference check” of your own.

If the answers to these questions raise any warning signs about the boss, you may want to either dig deeper by talking to team members. Ask polite questions like “How would you describe Bob’s management style?” or “What advice do you have about how to work well with him?” and “listen between the lines” for any hints. If they answer cautiously and stiffly, there may be a problem. If you decide you want the job anyway, at least you can start planning for how to work effectively with this person who will be so influential in your future.  (This article was originally posted in March 2016 and has been updated.)

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