Advancement in technology along with digitalization of business drives us into a new span of computing. Innumerable web applications have been designed embracing new and improved features. However, this progress unveils numerous web application vulnerabilities that are destabilizing the secure infrastructure of an organization. Therefore, this chapter concentrates on providing the comprehensive details of the prominent and most dangerous vulnerabilities that are contaminating the digital world and affecting businesses worldwide. More elaborately, the authors have encapsulated the related statistics of critical vulnerabilities from reliable sources. It provides insights into the security threats corresponding to different business domains. Finally, a comprehensive assessment of the vulnerabilities has been accomplished with respect to identified risk path rating method.