Choosing the right Dynamic Application Security Testing (DAST) tool is crucial for the effectiveness of a security program, with Detectify and Burp Suite Enterprise representing two innovative yet distinct options. Detectify employs an "outside-in" approach, focusing on identifying the complete external attack surface and leveraging insights from ethical hackers and AI to provide actionable security findings. In contrast, Burp Suite Enterprise adopts an "inside-out" approach, tailored for mature security teams seeking to ensure the security of known applications through deep and exhaustive scans, offering granular control and comprehensive coverage. The comparison between these tools is informed by feedback from prospective clients and users as well as official resources and documentation, highlighting the importance of aligning the choice of tool with specific security needs, team maturity, and goals.