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Answering Behavioral Questions: Your Biggest Failure

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Part of our continuing series on answering the most common (and trickiest) behavioral interview questions.

Tell Me About a Failure


What’s the toughest behavioral interview question of them all? For many, it’s this one: Tell me about a time you failed.

I’ve noticed that more and more recruiters and hiring managers are including this question in their standard behavioral interviews. Some recruiters will even tell you that this is the most important interview question to ask a candidate.

Obviously, you can’t afford to FAIL to answer this question well. However, my experience is that most candidates are terrible at answering the question.

Why is it so difficult? Typical behavioral questions are tricky enough — but this one asks specifically about a negative experience. Negative experiences are tough to talk about in job interviews because your focus is on trying to present yourself in the best possible light.

You want to be candid, but not TOO candid. How do you talk about failure without sabotaging your chance of landing a job offer?

Read on for advice on how to prepare for and answer these critical questions about failure.

What Are Behavioral Interview Questions?

Companies ask behavioral interview questions to learn more about your past job performance. According to studies tracking years of hiring and firing at companies around the world, behavioral interviewing is the most effective way to predict future job performance and pick the right candidates. It’s not perfect, but it’s the best technique that we currently have.

Behavioral interview questions tend to begin with “Tell me about a time…” or “Give me an example of…” Each question focuses on a desired competency area (a few examples: communication skills, time management, creativity).

Read our Behavioral Interview Questions 101 Guide for more.

Why Interviewers Ask About Failure

“It’s fine to celebrate success but it is more important to heed the lessons of failure.”
— Bill Gates

 

You might assume that hiring mangers ask this question to torture candidates — to dig for any evidence of a flaw, any excuse to reject you. When you look at it this way, it’s no wonder that many candidates freeze up and have trouble coming up with a good example of a failure.

It may reassure you to know that hiring managers don’t expect you to be perfect. They know that everybody fails.

They ask this question to understand:

• Are you someone who can learn from failure?

• Are you self-aware enough to acknowledge failure and weakness?

• Do you take smart risks?

• How do you view success, failure, and risk in general?

After all, if you’ve never failed, then you’ve probably never succeeded on any significant level either. Prospective employers want to know: Do you know how to fail smart and learn from your mistakes?

The most common phrasing of the question is the simple, “Tell me about a time when you failed” or “Tell me about a failure.” There are some other variations on this theme as well:

• What’s your greatest professional failure?

• Tell me about a mistake that you made.

• What was your biggest mistake and what did you learn from it?

• Tell me about a decision that you regret.

• What’s your greatest professional regret?

How NOT to Answer Behavioral Questions About Failure


The most common mistake is to NOT answer the question. I can understand why a candidate might freeze up if asked about a failure. If you haven’t prepared to address this topic, it can be daunting to try to instantly think of a good example and then describe it in a diplomatic way that shows you are both honest and a smart hire.

Many candidates will um and uh for a while and finally say something like: “Well, I can’t think of any serious failures. I guess I’ve been fortunate to be pretty successful in most of my positions so far…”

That might seem like a safe way to answer. However, from the interviewer’s perspective, you’re not answering the question at all.

This non-answer will be interpreted in one (or more) of four ways:

1) You think you are perfect and thus have no self-awareness or ability to grow.

2) You’re hiding a history of tragic failures that you don’t want us to know about.

3) You don’t hold yourself to a very high standard, so you never fail.

4) You always play it safe and never take any risks or make any bold moves.

None of these interpretations are particularly flattering.

The other common way to screw up this question is to blurt out something without thinking it through. Some candidates get flustered and insert foot directly into mouth. They share something that makes them look bad.

How to Answer Behavioral Questions About Failure


I strongly recommend that every job candidate prepare an interview story about a failure. As I mentioned earlier, this question has become extremely common — I hear from my corporate clients that they find it very effective in separating the B.S. artists from the solid candidates.

It’s also a question that can really bite you if you screw it up. Maybe you’ll get lucky and your interviewers will stick to shiny, happy questions about your awesome teamwork skills. But isn’t it better to be prepared?

As usual when it comes to preparing for behavioral questions, I encourage you to use the STAR format as a framework to prepare your failure story.

With the STAR framework, you simply write down a few bullet points for each of the key aspects of your story (Situation/Task, Approach, and Results). This method allows you to hit all of your key points while keeping your answer concise (this is very hard to do without focused preparation).

Note: Big Interview has step-by-step instructions for creating powerful STAR stories — and our Answer Builder tool will walk you through the process quickly and easily. Learn more.

How to Pick a Good Failure Story

Before you jump into the STAR format, you must choose the right example to talk about. It is very important to select a failure example that will serve you well in job interviews.

Everybody fails — in big and small ways. The tricky part is to craft a failure example that highlights your strengths and smarts.

Here are some guidelines for selecting the right example:

1. Choose a real failure. You must answer the question. Don’t go with something like: “We only improved sales by 35%, but I wanted to do more, so I felt like a failure. I guess I’m just a perfectionist.” (insert a humblebrag shrug)

2. Don’t raise red flags. At the same time, you don’t have to confess your deepest and darkest secrets. Don’t choose a failure that was the result of a serious personal mistake (totally forgot to attend the meeting) or character flaw (probably shouldn’t have called the client “Sweet cheeks”). A team failure can work well because you share responsibility with others (just make sure you acknowledge your role and don’t try to pass the buck completely)

3. Focus on the learning. Pick a story that ends with a compelling example of a lesson learned. Ideally, you should be able to point to applying your hard-won knowledge/skills successfully on a subsequent project. (Read our sample answers below for inspiration).

Sample Answer — “Tell Me About Your Biggest Professional Failure.”


The sample answer below uses the STAR format to tell a failure story. You’ll notice that this example is more scripted than your own STAR bullet points will be. We took this approach to try to illustrate how the answers might sound in an interview.

When preparing your own STAR stories, there’s no need to write full sentences with detailed transitions. You can just write down rough bullet points to create a framework — your delivery should be a little bit different each time.

S/T (Situation/Task)

— This is the “backstory.” Provide an overview of the project or situation. Keep it concise and give only enough background for context.

Example Situation/Task Bullets

• I would say that my biggest professional failure was in my current role as a project manager at ABC Consulting Corp.

• Last year, our team failed to land a $2 million new project from one of our existing clients.

• The project should have been ours, but we dropped the ball.

Why We Like Them

With a failure story, you want to get right to the point in the S/T  section. Give them the basic facts about the situation/task. The emphasis should be on the positive — the lessons learned, which you’ll cover later in the R section.

This candidate takes responsibility for the failure and doesn’t try to sugarcoat it or lead with defensiveness.

A (Approach)

— After you have given a brief background of what the failure was, it’s time to walk through a bit more detail about what happened and why.

Example Approach Bullets

• I think the biggest issue was that the whole team took it for granted that the project would be ours. We had a good relationship with the client and we had just wrapped up a very successful project for them.

• A team of us, led by the account manager, went to pitch. It was a solid pitch and we got great feedback.

• But in retrospect, we didn’t go the extra mile to wow them. We didn’t push as hard as we should have. That opened up the opportunity for a competitor to put on a big show and steal the business.

• At the same time, we failed to truly understand all of the client’s key concerns. They told us that price was the #1 consideration, so we focused on demonstrating cost-effectiveness.

• Meanwhile, a new senior VP had come on board and I now realize that his priority was picking his own vendor and he saw us as his predecessor’s pick. As the person working with the client team day to day, I should have picked up on that and found a way to address it.

Why We Like Them

• This is a pretty insightful breakdown of what happened. There is enough detail to allow for a full understanding of the outcome, but the candidate doesn’t go off on tangents or overwhelm with information.

• The candidate has clearly thought about the causes of the failure and analyzed his own role.

• He takes responsibility and identifies how both he and the overall team could have done better.

• He doesn’t raise red flags about his work ethic or professionalism.

R (Results)

— A good STAR interview story always features a happy ending. With a failure story, your R section will be a little different than usual. With a typical STAR answer, the R describes the positive outcome(s) of the actions that you took (increased sales, reduced costs, winning presentation).

With a failure story, the happy ending is a twist ending. By definition, a failure is not a positive outcome. The positive outcome comes later and focuses on learning a lesson and becoming smarter/better/stronger.

Example Results Bullets

• Losing the business was a real blow to the company — financially and from a morale perspective too.

• I actually volunteered to lead the analysis of what happened and see what we could learn.

• Our #1 lesson as a team was to never take a client for granted — and to never, ever settle for a “good-enough” pitch. We have to hit all of our presentations out of the park. And I can honestly say that we’ve done so ever since — and it has led to a record year for new business in our group.

• Personally, I learned that I need to pay more attention to the dynamics within the client organization and read between the lines more.

• As the project manager, sales isn’t the main focus of my job. However, as a daily contact with the client organization, there is a lot that I can do to help the company bring in new business.

• I decided to take a sales course to develop my skills and have found that I now really enjoy being closely involved in the business development process — and I am pretty good at it.

• In fact, I made a point of staying in touch with my client contact from the lost project and continued to nurture that relationship.

• As a result, when that contact moved to a competitor, she ultimately brought ABC in for an even bigger project than the one we lost.

Why We Like Them

The candidate analyzes what went wrong and what he learned from the experience. He looks at it from the organizational, team, and individual perspectives.

He demonstrates that his lessons were well learned by discussing the success of subsequent sales pitches.

He takes responsibility without seeming negative or defensive

He puts more focus on the R (what was learned) than on the failure.

Don’t Forget to Practice

If you’re a regular reader, you know how much we emphasize practice. Interview practice may not be exciting, but it is incredibly effective. I have seen the difference that practice had made for thousands of job seekers,  especially when it comes to answering difficult  behavioral questions (including questions about failures).

The truth is undeniable: candidates who prepare and practice land more job offers. To paraphrase the old saying: Don’t fail to prepare, prepare to discuss your failure.

Please share your own experiences with interview questions about failure.

Bonus: Here’s a famous scene from Cool Hand Luke where a “failure to communicate” is described. Not sure if boss-man is following the S.T.A.R. format though.

(Main Image: Fair Use Parody. All trademarks belong to their respective copyright holders.)

Written by

Pamela Skillings

Pamela Skillings is co-founder of Big Interview. As an interview coach, she has helped her clients land dream jobs at companies including Google, Microsoft, Goldman Sachs, and JP Morgan Chase. She also has more than 15 years of experience training and advising managers at organizations from American Express to the City of New York. She is an adjunct professor at New York University and an instructor at the American Management Association.

23 Comment to Answering Behavioral Questions: Your Biggest Failure

  • Dionne

    Is is okay if your failure story is not work related? I’ll be completely honest, I can’t think of an appropriate answer to this question using my work experience. I’ve been working out of college now for about 4 years and very entry level laboratory positions. Right now, my biggest professional failure so far has been not being able to secure a position in a new field. I want to answer this question using my college experience- not following my heart in doing what I wanted first, trying to please my parents in doing what they wanted me to do only to finally go back to what I wanted from the beginning, wasting a lot of time, money, and getting undesirable grades. I got my act together, took responsibility for my actions and turned it around. I learned that you have to follow your gut and trust yourself. It helped me become more self reliant and confident.
    Is it okay to use this as an answer?

  • Nely Sy

    I think using your college experience is fine. As long as it’s a really valid one.

  • karen

    Situation: I left my job. Here is the reason. I worked with medical records and HIPPA. I sent 2 medical records packages to the exact same address but got the suite number switched on packages. A typo in data processing. This is technically a breach. The corporate office had just recently put a new policy and procedure in that stated that you are allowed only 3 breaches and with each breach you lose your raise for that year. So, after 2 breaches you lose your raise for that year and have the cement block hanging over your head that if you make one more mistake in the next 12 months your fired. My decision to leave was I had “2 breaches” and no raise and I was worried sick every single minute about making a mistake. I did not want to have on my record I was fired and my mental and physical health was being affected. I dreaded going to work. So, my question is do I tell this story when asked the question of “Why did you leave your previous job?” Thanks !

  • Jim Franklin

    I personally wouldn’t use that example. It reads like you’re saying you were pushed out.

    I’d try and find something that ‘pulled’ you towards the new company rather than ‘pushed’ you away from your old employers.

    Though, I am in no way an expert.

  • Marlene P.

    This content is really helpful. @Karen, I think telling your weakness is going to be one of the reasons you will not get hired.it may look like you did not learn from your mistakes, and can’t work under pressure. Instead of putting a negative thought/idea to your answer, point out the best in you. Check this article and this can help you get more ideas ;http://biginterview.com/blog/2014/02/biggest-failure-question.html#comment-6366

  • Dick Frankenberg

    Do you think that this response would be good….I had been in bus development for 10 years and had multiple customers when I was encouraged by one of those customers to go to work at another company to be his account rep and make alot more money. I took the job and the mistake was instead of having multiple customers, all of my eggs were in one basket so to speak. I was assigned to take care of THAT large client and not to go after new business. It did not fit my personality and drive of continuously looking for and working toward new business. Although it made me more money, it didn’t fit me. I learned a ton, became much more organized and detailed so for that I am thankful. It also made me learn more about what type of work energizes me the most.

  • Dick Frankenberg

    Do you think that this response would be good….I had been in bus development for 10 years and had multiple customers when I was encouraged by one of those customers to go to work at another company to be his account rep and make alot more money. I took the job and the mistake was instead of having multiple customers, all of my eggs were in one basket so to speak. I was assigned to take care of THAT large client and not to go after new business. It did not fit my personality and drive of continuously looking for and working toward new business. Although it made me more money, it didn’t fit me. I learned a ton, became much more organized and detailed so for that I am thankful. It also made me learn more about what type of work energizes me the most.

  • Dick Frankenberg

    Do you think that this response would be good….I had been in bus development for 10 years and had multiple customers when I was encouraged by one of those customers to go to work at another company to be his account rep and make alot more money. I took the job and the mistake was instead of having multiple customers, all of my eggs were in one basket so to speak. I was assigned to take care of THAT large client and not to go after new business. It did not fit my personality and drive of continuously looking for and working toward new business. Although it made me more money, it didn’t fit me. I learned a ton, became much more organized and detailed so for that I am thankful. It also made me learn more about what type of work energizes me the most.

  • Dick Frankenberg

    Do you think that this response would be good….I had been in bus development for 10 years and had multiple customers when I was encouraged by one of those customers to go to work at another company to be his account rep and make alot more money. I took the job and the mistake was instead of having multiple customers, all of my eggs were in one basket so to speak. I was assigned to take care of THAT large client and not to go after new business. It did not fit my personality and drive of continuously looking for and working toward new business. Although it made me more money, it didn’t fit me. I learned a ton, became much more organized and detailed so for that I am thankful. It also made me learn more about what type of work energizes me the most.

  • Shannell Hart

    I was asked the question ‘ In your previous employment, what positive change did you bring to the organisation’ any tips? As I went blank at the time! Thanks

  • Shannell Hart

    I was asked the question ‘ In your previous employment, what positive change did you bring to the organisation’ any tips? As I went blank at the time! Thanks

  • Shannell Hart

    I was asked the question ‘ In your previous employment, what positive change did you bring to the organisation’ any tips? As I went blank at the time! Thanks

  • Shannell Hart

    I was asked the question ‘ In your previous employment, what positive change did you bring to the organisation’ any tips? As I went blank at the time! Thanks

  • Shannell Hart

    I was asked the question ‘ In your previous employment, what positive change did you bring to the organisation’ any tips? As I went blank at the time! Thanks

  • Shannell Hart

    I was asked the question ‘ In your previous employment, what positive change did you bring to the organisation’ any tips? As I went blank at the time! Thanks

  • Lorie Stanford

    What about my biggest failure was allowing someone to talk me into quitting the job I went to college for, worked really hard to get and loved to take another job that was offered to me? I did it to please my mom instead of staying as I truly wanted. I was miserable at the new job. I learned to NEVER let ANYONE talk u out of what YOU feel is best for YOU, especially if you worked hard to get a college degree to get it. Is this a good response? I feel it is definitely the truth.

  • johng_3

    From my POV, I don’t like the response. If a employer hears this, they might think, what if Lorie doesn’t like this job and turns miserable, will she just quit and want to go back to school?

  • Coti Gajardo

    would it be a good example saying that my biggest failure was not passing the previous interview for the position, because I took it for granted, went to confident and did not pay attention to the preparation of the interview?

  • Wow, fantastic interview site. I learnt a lot

  • Fah Nat

    Perfect blog … Thank you very much for an awesome tips. I had just done interview with very hard question I have ever done before by learning from your blog. Thankkkkkkk so much

  • :D

    Wow, great article. Would be nice to have a couple more good examples though.

  • Makhtar Diop

    My biggest failure was getting sh1tfaced at company events; I was always first to the bar and last to leave. At one particular event our team was invited to a customers HQ for an evening of speakers and drinks; I started off on the champagne, it wasn’t long before I was full of energy and generally harassing the clients, I was a disaster! It wasn’t long until I got fired. I found the next job and did well there for about a 1,5 years until “John Barleycorn” caught up with me again. This time I put on a real show-stopper in front of about 350 colleagues while the after dinner drinks and speeches were being made… oh God… it was the most embarrassing thing I have ever done… not the worst though. That job didn’t last long either. I quit alcohol seven years ago. My life has changed a lot. I am still having difficulty finding the right job but I’m not getting fired, my periods of employment are longer and I don’t find myself in embarrassing situations or being locked in jail for a night. My advice… if it sounds familiar you have a drink problem, if you want a solution read EASYWAY to quit Alcohol by Allen Carr; it changed my life.

  • Rachel

    Thank you, this really helped!