Remote debugging facilities are a technical necessity for devices that lack appropriate input/output interfaces (display, keyboard, mouse) for program- ming (e.g., smartphones, mobile robots) or are simply unreachable for local development (e.g., cloud-servers). Yet remote debugging solutions can prove awkward to use due to re-deployments. Empirical studies show us that on aver- age 10.5 minutes per coding hour (over five 40-hour work weeks per year) are spent for re-deploying applications (including re-deployments during debugging). Moreover current solutions lack facilities that would otherwise be available in a local setting because it is difficult to reproduce them remotely. Our work identifies three desirable properties that a remote debugging solution should exhibit, namely: run-time evolution, semantic instrumentation and adaptable distribution. Given these properties we propose and validate Mercury, a remote debugging model based on reflection. Mercury supports run-time evolution through a causally connected remote meta-level, semantic instrumentation through the reification of the underlying execution environment and adaptable distribution through a modular architecture of the debugging middleware.