Abstract
Today, one of the most popular ways organizations use to provide their services, or broadly speaking, interact with their customers, is through web applications. Those applications should be protected and meet all security requirements. Penetration testers need to make sure that the attacker cannot find any weaknesses to destroy, exploit, or disclose information on the Web. Therefore, using automated vulnerability assessment tools is the best and easiest part of web application pen-testing, but these tools have strengths and weaknesses. Thus, using the wrong tool may lead to undetected, expected, or known vulnerabilities that may open doors for cyberattacks. This research proposes an empirical comparison of pen-testing tools for detecting web app vulnerabilities using approved standards and methods to facilitate the selection of appropriate tools according to the needs of penetration testers. In addition, we have proposed an enhanced benchmarking framework that combines the latest research into benchmarking and evaluation criteria in addition to new criteria to cover more ground with benchmarking metrics as an enhancement for web penetration testers and penetration testers in real life. In addition, we measure the tool's abilities using a score-based comparative analysis. Moreover, we conducted simulation tests of both commercial and non-commercial pen-testing tools. The results showed that Burp Suite Professional scored the highest out of the commercial tools, while OWASP ZAP scored the highest out of the non-commercial tools.