High level synthesis (HLS) tools are increasingly adopted for hardware design as the quality of tools consistently improves. Concerted development effort on HLS tools represents significant software development effort, and debugging and validation represents a significant portion of that effort. However, HLS tools are different from typical large-scale software systems; HLS tool output must be subsequently verified through functional verification of the generated RTL implementation. Debugging machine-generated functionally incorrect RTL is time-consuming and cumbersome requiring back-Tracing through hundreds of signals and simulation cycles to determine the underlying error. This challenging process requires support framework in the HLS flow to enable fast and efficient pinpointing of the incorrectness in the tool. In this paper, we present a debug framework that uses just-in-Time (JIT) traces and automated insertion of verification code into the generated RTL to assist in debugging an HLS tool. This framework aids the user by quickly pinpointing the earliest instance of execution mismatch, paired with detailed information on the faulty signal, and the corresponding instruction from the application source. Using CHStone benchmarks, we demonstrate that this technique can significantly reduce bug detection latency: often with zero cycle detection.