With IoT expected to top 20 billion connected devices by the end of the decade. A focused effort is critical if we plan to be successfully securing our new IoT driven world. One of the primary necessities to meet this goal is to develop sound methods for identification, and mitigation of security vulnerabilities within IoT products. As an IoT security researcher and consultant, I regularly conduct IoT security testing. Within my testing methodologies I leverage a holistic approach that focuses on the entire ecosystem of an IoT solution, including: hardware, mobile, and cloud environments allowing for a more through evaluation of a solutions security issues. During this presentation attendees will learn about the ecosystem structure of IoT and security implication of the interconnected components as I guide the audience through several research projects focused on security testing of an IoT technology. Using live demonstration I will show real-world security vulnerability examples identified within each segment of an IoT ecosystem