The Basics of Web Application Penetration Testing

Last updated on August 26th, 2022 at 10:30 am

For Employers

The Basics of Web Application Penetration Testing

By October 14, 2021 4 min read

Due to the increase in the complexity of cyberattacks, companies are investing more resources than ever to secure their systems from reputational and financial losses. One of the most used security testing techniques is web application penetration testing, Pen Test or Pen Testing. 

Web Application Penetration Testing

Web Application Penetration Testing: Market Research

Web application penetration testing involves simulating cyberattacks against application systems (APIs, front-end servers, back-end servers) to identify exploitable vulnerabilities and access sensitive data. It helps companies verify their systems’ security, identify any vulnerabilities and their scope of the damage, and develop strategies to mitigate potential threats. 

Types of web application penetration testing

There are two major types of penetration testing for web applications:

  • Internal pen testing

    This type of testing focuses on the web applications hosted on the intranet within the organization. The goal is to identify any potential vulnerabilities within the corporate firewall by using invalid credentials to access the system and determining the possible damage and route of attacks. Some of the most common internal attacks are: 
    1. Simulation of Phishing attacks 
    2. Malicious employee attacks 
    3. Attacks using user privileges 
    4. Social engineering attacks
  • External pen testing

    This type of penetration testing focuses on external attacks on the web applications hosted on the internet. The testers (aka ethical hackers) simulate external attacks using the IP address of the target system. External pen testing involves testing the applications’ firewalls, IDS, DNS, and front-end & back-end servers.
    In addition to these, there are a few more approaches to pentest, such as blind testing, double-blind, and targeted testing.
    Web application penetration testing

    Web Application Penetration Testing: Importance

Steps of Web Application Penetration Testing:

  • Planning and reconnaissance

    This step involves defining the goals and objectives of the test process, gathering information (servers, networks, domain names, etc.), and choosing the tools and techniques for testing. Based on the type of interaction required with the target system, there are two types of reconnaissance:
    • Active Reconnaissance

      In this process, the tester directly probes the target system to gather information. Some of the approaches for active reconnaissance are:
      • Shodan network scanner 
      • Fingerprinting the web application 
      • DNS zone transfer 
      • DNS forward and reverse lookup
    • Passive Reconnaissance

      The tester gathers the information available on the internet without having a direct interaction with the target system.
      Some of the popular tools used for web application penetration testing are listed below:
      • W3af
      • Veracode
      • Burp Suite
      • SQLMap
      • ZAP
      • Metasploit
      • Acunetix
      • Vega
      • Skipfish
      • Ratproxy
      • NetSparker
      • Watcher
  • Scanning and exploitation

    Once the testers have all the required information at their disposal, they can simulate cyberattacks on the web applications and discover the target’s vulnerabilities. The next step is to exploit those vulnerabilities by gaining access to privileged information, stealing data, modifying system configurations, intercepting traffic, and more to estimate the amount of damage they can cause to the target system. Some of the test scenarios for simulating cyberattacks are listed below:
    • Cross-Site Scripting
    • Security Misconfigurations
    • SQL Injection
    • Password Cracking
    • Caching Servers Attacks
    • Cross-Site Request Forgery
    • File Upload flaws
    • Broken authentication and session management
  • Analysis and reporting

    A detailed report is compiled to outline the significant findings of the test process. The report includes all the details such as sensitive data exposed, a list of exploited vulnerabilities, the time duration for which the tester could maintain undetected access to the system, etc. This information is shared with the security personnel to analyze and configure the company’s WAF settings, fix the most critical parts, and implement application security policies to patch vulnerabilities and protect against future threats. 


Web Application Penetration Testing

Web Application Penetration Testing: Conclusion

Web applications are the primary source of business for numerous companies. With thousands of transactions taking place every second, securing these applications from attacks and data theft becomes crucial. Web application penetration testing can help organizations achieve the highest system security and prepare for any potential threat. Security personnel can leverage the latest testing tools to examine the existing source code, servers, WAF, database connectivity, APIs, third-party integrations, etc., to discover vulnerabilities, mitigate risks, and update security policies.

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Web Application Penetration Testing: Basics
Article Name
Web Application Penetration Testing: Basics
Web application penetration testing can help organizations achieve the highest system security and prepare for any potential threat. Here's everything you need to know about the testing.


  • Anjali Chaudhary

    Anjali is an engineer-turned-writer, editor, and team lead with extensive experience in blogs, guest posts, website content, social media content, CMS, & more.


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