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So, I was setting a whole bunch of "unnecessary" windows services to disabled, and then I encountered the: "Unable to start debugging on the web server. The underlying connection was closed: The connection was closed unexpectedly." error.

I think this specific error is a bit different than the typical "Unable to start debugging on the web server", I found very few hits on google.

Anyways, it turns out that debugging relies upon the "COM+ Event System" windows service.

Just FYI.