Penetration Testing Interview Preparation Guide
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75 Penetration Testing Questions and Answers:

1 :: What's your dream job?

Along similar lines, the interviewer wants to uncover whether this position In Penetration Testing is really in line with your ultimate career goals. While “an GGL star” might get you a few laughs, a better bet is to talk about your goals and ambitions—and why this job will get you closer to them.
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2 :: Where do you see your career in five years In Penetration Testing?

I would like to retire from this company. I would like to make a difference in the company whether in the company or any other position or area of the company In Penetration Testing.
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3 :: What are you looking for in a new position In Penetration Testing?

I’ve been honing my skills In Penetration Testing for a few years now and, first and foremost, I’m looking for a position where I can continue to exercise those skills. Ideally the same things that this position has to offer. Be specific.
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4 :: Give me an example of a time when you set a goal and were able to meet or achieve it?

Show that you set great goals and the process and steps you took to achieve it. Details really matter here.
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6 :: What have you learned from mistakes on the job?

Candidates without specific examples often do not seem credible. However, the example shared should be fairly inconsequential, unintentional, and a learned lesson should be gleaned from it. Moving ahead without group assistance while assigned to a group project meant to be collaborative is a good example.
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7 :: What is your biggest weakness In Penetration Testing?

No one likes to answer this question because it requires a very delicate balance. You simply can’t lie and say you don’t have one; you can’t trick the interviewer by offering up a personal weakness In Penetration Testing that is really a strength (“Sometimes, I work too much and don’t maintain a work-life balance.”); and you shouldn’t be so honest that you throw yourself under the bus (“I’m not a morning person so I’m working on getting to the office on time.”)
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8 :: Tell us about a typical day at work. How does it start? What do you do?

At the beginning of each day, I inspect the work site to make sure that it is hazard-free. Once the work site is secured, I verify that all tools and equipment are adequate in supply. As soon as the work orders are delivered, I provide workers with security guidelines and carry out drills. During the workday, it is my duty to monitor workers to ensure that they are working according to the enforced safety policies and that any problems or accidents are quickly addressed.
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9 :: Do you think you are overqualified for this position In Penetration Testing?

No matter your previous job experience or educational background, be sure to tell the interviewer you have the knowledge and skills to successfully execute the job responsibilities.
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10 :: How do you believe you would benefit our organization?

This is a great question that provides you the opportunity to put your best foot forward, to tell the interviewer why he or she should consider hiring you for the job. Make sure you're well prepared for this question as you won't likely get a second chance to really shine.
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11 :: What's your management style?

The best managers are strong but flexible, and that's exactly what you want to show off in your answer. (Think something like, “While every situation and every team member requires a bit of a different strategy, I tend to approach my employee relationships as a coach...”) Then, share a couple of your best managerial moments, like when you grew your team from five to 15 or coached an underperforming employee to become the company's top employee.
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12 :: What relevant work experience do you have in this career field In Penetration Testing?

Talk about specific work related experience for the position you're interviewing for. Make sure the experience is relevant. Don't talk about previous experience that is not related to the position in question. If you don't have specific career related experience speak about prior experience that has helped you develop the specific knowledge and skills required for the position you are applying for.
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13 :: Tell me about yourself?

There are some questions that your potential employer aren’t allowed to ask (but trust me, they probably want to). For instance, they shouldn’t really ask about your family or how far away you live from your potential place of employment. If you can find a way to answer these questions anyway (with the answers they want to hear), that will give them a little added info to help them make the (right) decision!
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14 :: Tell me about a time you had to fire a friend?

Hopefully you've never had to do this, but if you did, talk about how hard it was personally to fire anyone but that you did it objectively.
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15 :: Tell me about a time you failed?

Everyone has failed, so don't play dumb or claim you've never messed up In Penetration Testing. Think of a time when a work-related situation didn't turn out quite as you had hoped. An interviewer is interested in seeing how you took responsibility for your failure, what you learned from it, and how you would prevent similar failures from happening again.
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16 :: Explain me what do you know about our company?

Bad Answer: They don't know much about the company. If a candidate is serious and enthusiastic, they should have done some basic research.

Good answer: An answer that shows they've really done their homework and know what the company does, any important current events that involve the company, and the work culture.
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17 :: Top 12 Best Brainteaser Interview Questions:

Brainteaser questions In Penetration Testing have become popular for interviews in recent years, as word has gotten out that top tech companies such as Apple, Google, Microsoft and IBM have used this type of question at one time or another.

Companies like Google aren't using these questions so much any more, but many companies, are, and it may be good to prepare for them In Penetration Testing. The key to these isn't so much getting the exact answer, as it is showing how you would come up with an answer.

Here's a sample of 12 of the best and most difficult.

1. How many street lights are there in New York City?

2. How many gas stations are there in the United States?

3. How many golf balls can fit in a school bus?

4. How much should you charge to wash all the windows in Seattle?

5. Why are manhole covers round?

6. How many times a day does a clock's hands overlap?

7. How would you test a calculator?

8. Describe the internet to someone who just woke up from a 30-year coma.

9. How much does the Starbucks in Times Square bring in, in annual revenue?

10. You are shrunk to the height of a nickel and thrown into a blender. Your mass is reduced so that your density is the same as usual. The blades start moving in 60 seconds. What do you do?

11. What is the air speed velocity of an unladen swallow? ;)

12. How many golf balls are there in Florida?
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18 :: Top 17 Behavioral Interview Questions In Penetration Testing:

Behavioral interviews In Penetration Testing where popularized by industrial psychologists in the 1970s, and have been used at big companies like AT&T. The idea behind them is that past responses to situations are the best predictor of how candidates will respond in the future.


1. Tell me about a time you faced a conflict while working as part of a team.

2. Talk about a goal you set for yourself. What did you do to make sure you met the goal?

3. Give an example of a time when you had to work with someone with a very different personality from yours.

4. Talk about an instance where you wish you’d handled a situation differently with a team member.

5. What’s the most difficult problem you have had to solve In Penetration Testing?

6. Give an example of how you handled a situation where you needed information from a colleague who wasn’t responsive.

7. Talk about a time when you had problems building a relationship with a key team member. What did you do?

8. Tell me about an instance when it was important to make a great impression on a client. What did you do?

9. Tell me about a situation where you had to work with a difficult client.

10. Tell me about a situation where you disappointed a client, and how you tried to fix it.

11. Talk about a time when you had to strategize to meet all your obligations.

12. Talk about a time when you failed at something. How did you react?

13. Talk about a time you took on a leadership role.

14. Tell me about a long-term project you oversaw. How did you keep it focused and on schedule?

15. Talk about a time when you were under a lot of stress. What caused it, and how did you manage?

16. Do you prefer to work alone or with others In Penetration Testing?

17. Tell me about a time when you were overwhelmed by the amount of work on your agenda. How did you handle it?
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19 :: Can you tell me a little about yourself?

This question seems simple, so many people fail to prepare for it, but it's crucial. Here's the deal: Don't give your complete employment (or personal) history In Penetration Testing. Instead give a pitch—one that’s concise and compelling and that shows exactly why you’re the right fit for the job. Start off with the 2-3 specific accomplishments or experiences that you most want the interviewer to know about, then wrap up talking about how that prior experience has positioned you for this specific role.
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20 :: Tell me about a time when you helped resolve a dispute between others?

Be sure to discuss a very specific example. Tell the interviewer what methods you used to solve the problem without focusing on the details of the problem.
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21 :: Top 11 Questions to Verify Experience and Credentials In Penetration Testing:

Sometimes people want a job a little too bad - and they may fudge their credentials and experience a bit.

If you've run into this problem, are worried about it, or have credentials and experience that are absolutely essential, you may need to ask a few verification questions.

If you are a candidate, you should review your resume and make sure you know all the key points, and that nothing has been misconstrued.


1. What grades did you get in college?

2. What were your responsibilities when you worked in job x?

3. How many people were on your team at your last job?

4. What will your previous manager/supervisor say when I ask where you needed to improve?

5. What was your beginning and ending salary at job x?

6. What were your beginning and ending titles at job x?

7. Are you eligible for rehire at job x?

8. What tools are necessary for performing job x?

9. Describe to me how you would perform [x typical job task].

10. What was the focus of your thesis?

11. When did you leave company x?
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22 :: What do you consider to be your greatest achievement so far and why?

Be proud of your achievement, discuss the results, and explain why you feel most proud of this one. Was it the extra work? Was it the leadership you exhibited? Was it the impact it had?
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23 :: Tell me about a time when you had to think strategically?

There was a time when I was told I had to get rid of 20% of my people. I had to determine which persons I needed the most by determining who could do what. I had to put aside personal feelings so that I could keep a working crew to handle he same workload with less people.
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24 :: Tell us about a suggestion you have made that has benefited an organization you've worked for?

This is another opportunity to show the interviewer what you're capable of so make sure to be prepared for this type of question. Have an example ready and make sure its an example of a suggestion you've made that was accepted and that have positive influence. If you can come up with an example that relates to the position you're applying for that would be even better.
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25 :: Do you ever take work home with you?

Here are two great sample answers that might help get you started:

☛ I am an extremely organized person, so I tend to be able to get my work done at work. However, if the need arose I would not be against taking work home. I try not to make it a habit, since I do value my free time. I do realize though that the work we do is important, and sometimes you have to do what needs to be done.
☛ I do not shy away from taking work home with me. I know that meeting deadlines and doing outstanding work sometimes means taking a bit of it home. I do not have a problem doing that when the need arises.
☛ Make sure to give an honest answer. Lying about taking work home may turn out badly for you if it is required and you do not do it.
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26 :: What type of extracurricular activities are you a part of?

Discuss the clubs / activities you were in, share a personal story about why you enjoyed it and then describe how it's helped shape you to be who you are today. For example, I enjoyed rock climbing because it taught me the value of practicing hard at a sport to become skilled in it. I bring this same diligence to my work approach today as well.
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27 :: How would your former employer describe you?

In all likelihood, the interviewer will actually speak with your former employer so honesty is key. Answer as confidently and positively as possible and list all of the positive things your past employer would recognize about you. Do not make the mistake of simply saying you are responsible, organized, and dependable. Instead, include traits that are directly related to your work as a medical assistant, such as the ability to handle stressful situations and difficult patients, the way you kept meticulous records, and more.
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28 :: How do you deal with conflict in the workplace In Penetration Testing?

When people work together, conflict is often unavoidable because of differences in work goals and personal styles. Follow these guidelines for handling conflict in the workplace.

☛ 1. Talk with the other person.
☛ 2. Focus on behavior and events, not on personalities.
☛ 3. Listen carefully.
☛ 4. Identify points of agreement and disagreement.
☛ 5. Prioritize the areas of conflict.
☛ 6. Develop a plan to work on each conflict.
☛ 7. Follow through on your plan.
☛ 8. Build on your success.
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29 :: Describe a time where you've failed and bounced back?

Share a story to describe this. For example: "I accidentally made the mistake of telling a customer I could deliver on a solution set on a certain date and then later found out our business partner couldn’t do it on that time. I learned that I shouldn't rush into important decisions and promises like this and that I should always check with my counterparts first before committing to a statement of work."
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30 :: What motivates you to succeed?

Your interviewer will likely want to know the reasons why you will remain motivated to do your best during your employment with the company In Penetration Testing. Perhaps you are interested in being challenged, but you may also have interest in being recognized for your hard work in the form of the number of sales you can attain. A great example answer for this question is “I always do my best in everything, including my job. I take pride in my success, and I also want the company for which I work to be successful. Being affiliated with a company that is known for its excellence is very important to me.”
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