A software system is disclosed that provides remote troubleshooting and tracing of the execution of computer programs. The software system includes an information-gathering module that gathers run-time information about program execution, program interaction with the operating system and the system resources, monitors user actions and captures screen output, and passes the gathered information to an information-display module, the gathered information allowing a support technician (e.g., a software developer, a help desk person, etc.) to see the user interactions with the program and corresponding reactions of the system, and/or to remotely view environment variables, file access operations, system interactions, and user interactions that occur on the user's computer and locate failed operations that cause execution problems.