Multi-tiered virtual-machine (VM) environments, involving Just-In-Time (JIT) compilers, play a crucial role in optimizing program performance for dynamic languages, but understanding and debugging their internal workings can be a challenging task. In this paper, we present a novel tool specifically designed to address this issue in the context of Ř, a JIT compiler for the R programming language. Our tool aims to demystify Ř and provide a suitable middle ground for both beginners and professionals. It allows users to investigate the runtime state of the system, make modifications, and visualize contextual specializations. By providing a user-friendly interface and visualization capabilities, our tool empowers developers to explore, experiment with, and gain valuable insights into the inner workings of a specializing JIT system. We evaluate the effectiveness and usability of our tool through real-world use cases, demonstrating its benefits in learning as well as debugging scenarios. We believe that our tool holds promise for enhancing the understanding and debugging of complex VMs, ultimately leading to improved program performance, increased developer productivity, and likely even more innovation.