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@rfindler says:
One other issue I wonder about: do you do the compilation on the eventspace handler thread when DrRacket starts up? If so, probably better if it is done on another thread so it doesn't slow down the startup time of DrRacket (much). This means that you'd need to detect if a compilation is still running when someone tries to run a script and maybe your test suites would need to adapt to make sure they wait to see if that compilation finishes before they declare that a test case has passed.