Historically driven by annual compliance audits, the rapidly evolving landscape of web security demands a more dynamic approach, combining manual penetration testing with automated security testing. While manual pentests, conducted by skilled experts, uncover vulnerabilities and complex attack vectors, they struggle to keep pace with the continuous deployment of new code. Automated security testing addresses this challenge by frequently updating tests to spot vulnerabilities before they reach production. The integration of these methods enhances test frequency and coverage, facilitates knowledge sharing across development teams, and allows pentesters to focus on sophisticated threats. Tools like Detectify, designed for tech teams by ethical hackers, streamline this process with user-friendly interfaces, integrations with popular developer tools, and a robust knowledge base, all while leveraging crowdsourced expertise to stay current with emerging threats.