64 Toughest Interview Questions For Job (With 17+ Prep Resources)

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What is your greatest strength?
What is your greatest weakness?
What would you like me to know about you that I don't know?
Why do you want this job?
How do you respond when someone criticizes your work?

Do these job interview questions make your blood run cold? Well, job interviews are like an undulating road, full of bends and twists.

Some of the best interview questions are open-ended, like "Where do you see yourself in five years?" or "What's your biggest accomplishment?" These types of questions give the interviewer a chance to understand what the candidate really cares about and how they would fit into their company culture.

And in these cases it's not just about what you say, it's also about how you say it. This can be a difficult task for some people, but it doesn’t have to be. 

Aman Barnwal, a Software Engineer and Ex-PayPal from NIT Trichy'20, shares a comprehensive list of tricky job interview questions. He has inspired and guided over 63K LinkedIn community members so far, and is on his way to helping millions more land their dream job!

Job Interview Question 1: Tell me about yourself.

BEST ANSWER: Start with the present and tell why you are well qualified for the position. Remember that the key to all successful interviewing is to match your qualifications to what the interviewer is looking for. In other words, you must self what the buyer is buying. This is the single most important strategy in job hunting.

So, before you answer this or any question it's imperative that you try to uncover your interviewer's greatest need, want problem or goal.

To do so, make you take these two steps:

1. Do all the homework you can before the interview to uncover this person's wants and needs (not the generalized needs of the industry or company)
2. As early as you can in the interview, ask for a more complete description of what the position entails. 

You might say: 

“Il have a number of accomplishments I'd like to tell you about, but | want to make the best use of our time together and talk directly to your needs. To help me do, that, could you tell me more about the most important priorities of this position? All | know is what | (heard from the recruiter, read in the classified ad, etc.)”

Then, ALWAYS follow up with a second and possibly, a third question, to draw out his needs even more. Surprisingly, it's usually this second or third question that unearths what the interviewer is most looking for.

You might ask simply, "And in addition to that?...” or, "Is there anything else you see as essential to success in this position?

This process will not feel easy or natural at first, because it is easier simply to answer questions, but only if you uncover the employer's wants and needs will your answers make the most sense. Practice asking these key questions before giving your answers, the process will feel more natural and you will be light years ahead of the other job candidates you're competing with.

After uncovering what the employer is looking for, describe why the needs of this job bear striking parallels to tasks you've succeeded at before. Be sure to illustrate with specific examples of your responsibilities and especially your achievements, all of which are geared to present yourself as a perfect match for the needs he has just described.

Job Interview Question 2: What are your greatest strengths?

BEST ANSWER: You know that your key strategy is to first uncover your interviewer's greatest wants and needs before you answer questions. And from Question 1, you know how to do this.

Prior to any interview, you should have a list mentally prepared of your greatest strengths. You should also have, a specific example or two, which illustrates each strength, an example chosen from your most recent and most impressive achievements.

You should have this list of your greatest strengths and corresponding examples from your achievements so well committed to memory that you can recite them cold after being shaken awake at 2:30 AM.

Then, once you uncover your interviewer's greatest wants and needs, you can choose those achievements from your list that best match up.

As a general guideline, the 10 most desirable traits that all employers love to see in their employees are:

• A proven track record as an achiever...especially if your achievements match up with the employer's greatest wants and needs

• Intelligence... management "savvy"

• Honesty...integrity...a decent human being

• Good fit with corporate culture...someone to feel comfortable with...a team player who meshes well with interviewer's team.

• Likeability...positive attitude...sense of humor

• Good communication skills

• Dedication...willingness to walk the extra mile to achieve excellence

• Definiteness of purpose...clear goals

• Enthusiasm...high level of motivation

• Confident...healthy...a leader

Job Interview Question 3: What are your greatest weaknesses?

PASSABLE ANSWER: Disguise a strength as a weakness.

Example: “I sometimes push my people too hard. I like to work with a sense of urgency and everyone is not always on the same wavelength.”

Drawback: This strategy is better than admitting a flaw, but it's so widely used, it is transparent to any experienced interviewer.

BEST ANSWER: (and another reason it's so important to get a thorough description of your interviewer's needs before you answer questions): Assure the interviewer that you can think of nothing that would stand in the way of your performing in this position with excellence. Then, quickly review your strongest qualifications.

Example:

“Nobody's perfect, but based on what you've told me about this position, I believe I'd make an outstanding match. I know that when I hire people, I look for two things most of all. Do they have the qualifications to do the job well, and the motivation to do it well? Everything in my background shows I have both the qualifications and a strong desire to achieve excellence in whatever I take on. So I can say in all honesty that I see nothing that would cause you even a small concern about my ability or my strong desire to perform this job with excellence.”

Alternate strategy (if you don't yet know enough about the position to talk about such a perfect fit):

Instead of confessing a weakness, describe what you like most and like least, making sure that what you like most matches up with the most important qualification for success in the position, and what you like least is not essential.

Example: Let's say you're applying for a teaching position.

“If given a choice, I like to spend as much time as possible in front of my prospects selling, as opposed to shuffling paperwork back at the office. Of course, long ago I learned the importance of filing paperwork properly, and I do it conscientiously. But what I really love to do is sell (if your interviewer were a sales manager, this should be music to his ears.)

Job Interview Question 4: Tell me about something you did — or failed to do — that you now feel a little ashamed of.

Some unprepared candidates, flustered by this question, unburden themselves of guilt from their personal life or career, perhaps expressing regrets regarding a parent, spouse, child, etc. All such answers can be disastrous.

BEST ANSWER: As with faults and weaknesses, never confess a regret. But don’t seem as if you're stonewalling either.

Best strategy: Say you harbor no regrets, then add a principle or habit you practice regularly for healthy human relations.

Example: Pause for reflection, as if the question never occurred to you, Then say,

“You know, I really can’t think of anything.” (Pause again, then add) I would add that as a general management principle, I've found that the best way to avoid regrets is to avoid causing them in the first place. I practice one habit that helps me a great deal in this regard. At the end of each day, I mentally review the day’s events and conversations to take a second look at the people and developments I’m involved with and do a doublecheck of what they're likely to be feeling. Sometimes I’ll see things that do need more follow-up, whether a pat on the back, or maybe a five minute chat in someone’s office to make sure we’re clear on things...whatever.”

“I also like to make each person feel like a member of an elite team, like the Boston Celtics or LA Lakers in their prime. I’ve found that if you let each team member know you expect excellence in their performance...if you work hard to set an example yourself...and if you let people know you appreciate and respect their feelings, you wind up with a highly motivated group, a team that’s having fun at work because they're striving for excellence rather than brooding over slights or regrets.”

Job Interview Question 5: Why are you leaving (or did you leave) this position?

BEST ANSWER:

(If you have a job presently)

If you're not yet 100% committed to leaving your present post, don’t be afraid to say so.

Since you have a job, you are in a stronger position than someone who does not. But don't be coy either. State honestly what you'd be hoping to find in a new spot. Of course, as stated often before, your answer will be all the stronger if you have already uncovered what this position is all about and you match your desires to it.

(If you do not presently have a job)

Never lie about having been fired. It’s unethical ~ and too easily checked. But do try to deflect the reason from you personally. If your firing was the result of a takeover, merger, division-wide layoff, etc., so much the better.

But you should also do something totally unnatural that will demonstrate consummate professionalism. Even if it hurts, describe your own firing ~ candidly, succinctly, and without a trace of bitterness — from the company’s point of view, indicating that you could understand why it happened and you might have made the same decision yourself.

Your stature will rise immensely and, most important of all, you will show you are healed from the wounds inflicted by the firing. You will enhance your image as first-class management material and stand head and shoulders above the legions of firing victims who, at the slightest provocation, zip open their shirts to expose their battle scars and decry the unfairness of it all.

For all prior positions:

Make sure you've prepared a brief reason for leaving. Best reasons - more money, opportunity, responsibility, or growth.

Everyone is nervous on interviews. If you simply allow yourself to feel nervous, you'll do much better. Remember also that it's difficult for the interviewer as well. In general, be upbeat and positive. Never be negative. Rehearse your answers and time them. Never talk for more than 2 minutes straight.

I've compiled a list of 60+ toughest and most-asked interview questions for job, as well as advice on how to answer each one. 

So practice your answers and think about what impression you want to leave with the interviewer with these questions.

15+ resources for preparing most-asked interview questions for that dream job!

Here are some preparation resources for candidates who are just getting their feet wet in the world of job interviews.

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Here is to adding a shining new feather to your repertoire!

Good Luck!