As software proliferates and DevOps takes hold, we conducted this study to understand the impact of utilizing Pentest as a Service (PtaaS) vs. traditional pentesting services. Within the backdrop of modern software development practices and rising appsec priorities, our study found that DevOps is a driving force for pushing pentest into the cloud and deploying Pentest as a Service. Furthermore, DevOps demands that appsec measures are delivered in a fashion that favors communication, transparency, and collaboration- PtaaS is exactly the evolution that addresses those aspects.