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Web App Pentesting Overview

Jun 10, 2025

Overview

This lecture introduces the Web Application Pentesting learning path on TryHackMe, covering essential skills and attack types for web application security assessments.

Learning Path Overview

  • Focuses on identifying web application vulnerabilities and performing security assessments.
  • Consists of 5 modules with 29 hands-on labs at an intermediate difficulty level.
  • Completing the path earns a certificate of completion.

Core Topics Covered

  • Common web vulnerabilities and their exploitation.
  • Web authentication mechanisms and related attacks.
  • Server- and client-side exploit techniques.
  • Remediation and defense strategies for vulnerabilities.

Section 1: Authentication

  • Learn enumeration and brute-force techniques against web authentication.
  • Study session management and security of session tokens.
  • Explore JSON Web Token (JWT) security concepts and vulnerabilities.
  • Examine OAuth protocol weaknesses.
  • Understand multi-factor authentication (MFA) and its security benefits.
  • Investigate custom authentication challenges (Hammer).

Section 2: Injection Attacks

  • Covers advanced SQL injection and NoSQL injection techniques.
  • Examines XML External Entity (XXE) injection and server-side template injection.
  • Explores LDAP and ORM injection vulnerabilities.
  • Practical injection practice in the Injectics module.

Section 3: Advanced Server-Side Attacks

  • Understand insecure deserialization vulnerabilities.
  • Learn about Server-Side Request Forgery (SSRF) and file/path inclusion.
  • Explore race conditions and prototype pollution attacks.
  • Additional server-side exploitation in the Include module.

Section 4: Advanced Client-Side Attacks

  • Study cross-site scripting (XSS) and cross-site request forgery (CSRF).
  • Learn about DOM-based attacks and issues with CORS and same-origin policy (SOP).
  • Practice client-side exploits in practical exercises.

Section 5: HTTP Request Smuggling

  • Understand classic and HTTP/2 request smuggling attacks.
  • Examine WebSockets request smuggling and HTTP browser desync techniques.
  • Apply knowledge in various hands-on labs including El Bandito.

Key Terms & Definitions

  • Web Application Pentesting β€” Assessing web apps for security weaknesses and exploitation opportunities.
  • Authentication β€” Verifying user identity in web applications.
  • Injection Attack β€” Exploiting input vulnerabilities to manipulate queries or data.
  • Server-Side Attack β€” Attacks targeting backend processing mechanisms.
  • Client-Side Attack β€” Exploits affecting user-facing scripts or browsers.
  • HTTP Request Smuggling β€” Manipulating HTTP request parsing to exploit communication between proxy and web servers.

Action Items / Next Steps

  • Enroll in the TryHackMe Web Application Pentesting path.
  • Complete the associated hands-on labs in each topic section.
  • Review definitions and make notes on attack types and remediation strategies.