20 Offensive Security Interview Questions and Answers

Prepare for the types of questions you are likely to be asked when interviewing for a position where Offensive Security will be used.

Offensive Security is a leading provider of cybersecurity training and certification. They are well-known for their popular certifications, such as the Offensive Security Certified Professional (OSCP). If you are interviewing for a position in cybersecurity, there is a good chance you will be asked questions about Offensive Security. In this article, we review some of the most common questions you may encounter during your interview.

Offensive Security Interview Questions and Answers

Here are 20 commonly asked Offensive Security interview questions and answers to prepare you for your interview:

1. What is offensive security?

Offensive security is a type of security that is focused on proactively finding and exploiting security vulnerabilities in order to gain access to systems and data. This type of security is often used by ethical hackers and penetration testers in order to test the security of systems and identify potential weaknesses.

2. Why do companies need to use offensive security techniques?

Companies need to use offensive security techniques to find and fix security vulnerabilities in their systems before attackers can exploit them. By using these techniques, companies can reduce the risk of being breached and suffering data loss or other damage.

3. Can you explain the difference between white box and black box testing? Which one do you think would be a better fit for an organization’s needs?

White box testing is a type of testing where the tester has full knowledge of the system under test. This includes knowledge of the internal structure, code, and data. Black box testing is a type of testing where the tester has no knowledge of the system under test. The tester only has knowledge of the functionality of the system. I think that black box testing would be a better fit for an organization’s needs because it is more realistic. It simulates how a real user would interact with the system.

4. Can you give me some examples of real-world attacks that have been carried out using offensive security methods?

There are many examples of real-world attacks that have been carried out using offensive security methods. One well-known example is the Stuxnet attack, which was a targeted attack against Iranian nuclear facilities. The attackers used a variety of methods, including social engineering and malware, to gain access to the facilities and then sabotage the equipment.

Other examples of attacks that have used offensive security methods include the Target breach, in which attackers used malware to gain access to the company’s systems, and the Sony Pictures hack, in which attackers used a combination of social engineering and malware to gain access to the company’s systems and steal sensitive data.

5. Is it possible to perform offensive security tests without getting approval from management? If not, what are some alternatives?

There are a few different ways to approach this question. One is to simply get approval from management before performing any tests. Another is to only perform tests that are within the scope of your job duties. Finally, you could try to get approval from management after the fact, but this could be difficult depending on the results of the tests.

6. What are some prerequisites for performing offensive security tests against an application or network?

In order to perform offensive security tests, you will need to have a good understanding of the target system and how it works. You will also need to have a solid understanding of security principles and how to exploit vulnerabilities. Additionally, you will need to have the right tools for the job, which may include things like penetration testing software and hacking tools.

7. What types of attacks can be performed on a web server?

There are many types of attacks that can be performed on a web server. Some of the most common include SQL injection attacks, cross-site scripting attacks, and denial of service attacks.

8. What tools are commonly used to carry out offensive security tests?

There are a number of tools that are commonly used to carry out offensive security tests, including:

– Metasploit
– Nmap
– Burp Suite
– Hydra
– SQLmap

Each of these tools has its own specific purpose and can be used to carry out a variety of different offensive security tests.

9. How do you decide which tool to use in a specific situation?

There is no one-size-fits-all answer to this question, as the best tool to use in a given situation will vary depending on the specific circumstances. However, some factors that you may want to consider include the type of attack you are planning to launch, the level of access you have to the target system, and the amount of time you have to prepare.

10. Can you explain how you analyze an unknown binary file?

In order to analyze an unknown binary file, I would first need to understand what type of file it is. Once I know the file type, I can begin to reverse engineer it to understand its purpose and how it works. This process can be difficult and time-consuming, but it is the best way to understand an unknown file.

11. What are some ways to bypass anti-virus software?

Some ways to bypass anti-virus software include using a hex editor to modify the virus code so that it is no longer recognized by the anti-virus software, or using a packer to compress the virus code so that it is not detected by the anti-virus software.

12. Can you explain the differences between reverse engineering and malware analysis?

Reverse engineering is the process of taking something apart in order to understand how it works, while malware analysis is the process of identifying and classifying malware in order to determine its purpose and how it works. In many cases, the two processes are used together in order to better understand malware and how to protect against it.

13. What are some advantages of using sandboxing to detect malicious software?

Sandboxing can be an effective way to detect malicious software, as it can help to isolate suspicious code and prevent it from running on a system. Additionally, sandboxing can help to reduce the impact of malware, as it can limit the amount of damage that can be done.

14. How does automated analysis work?

Automated analysis is the process of using computers to analyze data or code in order to find security vulnerabilities. This can be done by running a program that looks for known patterns of vulnerabilities, or by using a machine learning algorithm to try to identify new vulnerabilities.

15. Do you think it’s important to learn assembly language as part of training in offensive security? Why or why not?

I think that learning assembly language can be helpful in understanding how systems work and in developing exploits, but it is not strictly necessary. There are many ways to learn about and exploit vulnerabilities without needing to know assembly language.

16. What is your opinion about Reverse Engineering Malware (REM)? Would you recommend it?

I believe that REM can be a useful tool in the fight against malware, but it is not a silver bullet. There are a number of ways to reverse engineer malware, and each has its own advantages and disadvantages. In general, I would recommend REM as one tool in a larger arsenal, but not as the sole method of defense.

17. What types of attacks are covered by Offensive Security Certified Professional (OSCP) certification?

The OSCP certification covers a wide range of attacks, including but not limited to: buffer overflows, SQL injection, cross-site scripting, and denial of service attacks.

18. Can you explain what incident response is?

Incident response is the process of identifying, containing, and eradicating a security incident. This usually includes steps like identifying the scope of the incident, containing it to prevent further damage, and then eradicating the threat entirely.

19. Can you explain what fuzzing is?

Fuzzing is a type of testing that involves providing invalid or random data to a program in order to crash it or force it to behave in unexpected ways. This can be used to find security vulnerabilities in software.

20. What is patch analysis?

Patch analysis is the process of analyzing software patches to determine what they do and how they can be used to exploit a system. This can be used to find vulnerabilities in systems that have not yet been patched, or to find ways to bypass security measures that have been put in place.


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