Web 2.0 and rich internet applications are becoming more pervasive both behind and across the enterprise firewall. But successfully deploying Web 2.0 introduces new challenges that are not addressed with traditional Web-based tools and methodologies. The dynamic and hybrid nature of Web 2.0 technologies like AJAX, RSS and XML requires a new way of approaching both testing and security. In this joint presentation, Parasoft and Layer 7 Technologies will compare and contrast traditional Web and Web 2.0 deployment models, discuss the implications on testing and securing these applications and outline pragmatic approaches for implementing effective testing and security strategies for Web 2.0 applications.