Security TestingMedium

Penetration Testing

A simulated cyberattack conducted by ethical hackers to identify and exploit vulnerabilities before malicious actors can use them

Skill Paths:
Penetration TestingVulnerability AssessmentSecurity TestingEthical Hacking
Job Paths:
Penetration TesterSecurity ConsultantEthical HackerSecurity Engineer
Relevant Certifications:
OSCPCEHSANS GPENCompTIA Security+
Content

What is Penetration Testing?

Penetration Testing (pentesting) is a proactive cybersecurity practice where authorized security professionals simulate real-world attacks to identify vulnerabilities and test the effectiveness of security controls. It goes beyond automated scanning to actively exploit weaknesses.

Phases of a Pen Test

1. Planning & Reconnaissance

  • Define scope and objectives
  • Gather information about the target
  • Identify potential attack vectors

2. Scanning & Enumeration

  • Use tools to discover open ports and services
  • Map the network architecture
  • Identify potential vulnerabilities

3. Exploitation

  • Attempt to exploit identified vulnerabilities
  • Gain unauthorized access to systems
  • Escalate privileges where possible

4. Post-Exploitation

  • Document the extent of access gained
  • Identify sensitive data and systems
  • Test persistence mechanisms

5. Reporting & Remediation

  • Document all findings with evidence
  • Provide actionable remediation steps
  • Rate vulnerabilities by severity

Types of Penetration Tests

  • Black Box – No prior knowledge of the target
  • White Box – Full knowledge of systems and architecture
  • Gray Box – Limited knowledge of the target
  • Web Application – Focused on web-based systems
  • Network – Testing network infrastructure
  • Social Engineering – Testing human vulnerabilities

Best Practices

  • Clearly define scope and rules of engagement
  • Use professional, certified testers
  • Combine automated and manual methods
  • Remediate findings promptly
  • Conduct regular testing (quarterly or annually)
  • Document all activities and findings
Quick Facts
Severity Level
7/10
Also Called

Ethical Hacking, Pentesting

Tools Used

Metasploit, Burp Suite, Nmap, Wireshark

Goal

Identify and fix weaknesses

Reporting

Findings are documented and rated by severity