How do you conduct a penetration test?


 Theme: Penetration Testing  Role: Cybersecurity Analyst  Function: Technology

  Interview Question for Cybersecurity Analyst:  See sample answers, motivations & red flags for this common interview question. About Cybersecurity Analyst: Protect systems and data from cyber threats and breaches. This role falls within the Technology function of a firm. See other interview questions & further information for this role here

 Sample Answer 


  Example response for question delving into Penetration Testing with the key points that need to be covered in an effective response. Customize this to your own experience with concrete examples and evidence

  •  Preparation: Before conducting a penetration test, it is crucial to gather information about the target system or network. This includes identifying the scope, objectives, and constraints of the test. Additionally, obtaining proper authorization and ensuring legal compliance is essential
  •  Reconnaissance: The first step in a penetration test is reconnaissance. This involves gathering information about the target, such as IP addresses, domain names, and network infrastructure. Open-source intelligence (OSINT) techniques, like searching public databases and social media, can be used to collect valuable data
  •  Scanning & Enumeration: Once the reconnaissance phase is complete, scanning and enumeration are performed. This involves using tools like Nmap to identify open ports, services, and vulnerabilities. Enumeration techniques, such as querying DNS servers or performing SNMP queries, help gather more detailed information about the target
  •  Vulnerability Assessment: After scanning, a vulnerability assessment is conducted to identify weaknesses in the target system or network. This involves using tools like Nessus or OpenVAS to scan for known vulnerabilities. The results are analyzed to prioritize and categorize the vulnerabilities
  •  Exploitation: Once vulnerabilities are identified, the penetration tester attempts to exploit them. This can involve using tools like Metasploit to launch attacks against the target. The goal is to gain unauthorized access, escalate privileges, or compromise the target system
  •  Post-Exploitation: After successful exploitation, the tester focuses on maintaining access and exploring the compromised system. This includes pivoting to other systems, escalating privileges, and gathering sensitive information. The objective is to simulate a real-world attack scenario
  •  Reporting: Finally, a comprehensive report is prepared to document the findings of the penetration test. This includes detailing the vulnerabilities discovered, their impact, and recommended remediation steps. The report should be clear, concise, and provide actionable recommendations to improve the security posture of the target system or network

 Underlying Motivations 


  What the Interviewer is trying to find out about you and your experiences through this question

  •  Technical knowledge: Assessing your understanding of penetration testing methodologies and techniques
  •  Experience: Evaluating your practical experience in conducting penetration tests
  •  Problem-solving skills: Assessing your ability to identify vulnerabilities and propose effective solutions
  •  Communication skills: Evaluating your ability to explain complex technical concepts to non-technical stakeholders

 Potential Minefields 


  How to avoid some common minefields when answering this question in order to not raise any red flags

  •  Lack of technical knowledge: Inability to explain the steps and techniques involved in conducting a penetration test
  •  Vague or generic answers: Providing general or non-specific responses without mentioning specific tools, methodologies, or frameworks used in penetration testing
  •  Inability to discuss different types of penetration tests: Not being able to differentiate between network, web application, or social engineering penetration tests
  •  Lack of understanding of legal & ethical considerations: Failing to mention the importance of obtaining proper authorization, respecting privacy, and adhering to legal boundaries during a penetration test
  •  Poor communication skills: Difficulty in articulating thoughts clearly or providing concise explanations