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I have a WCF service and a web application that both need to be hosted in local IIS virtual directories. I start up the WCF project and then when I try to debug the web app at the same time a popup tells me “Unable to start debugging on the web server. Unable to do an AutoAttach.” The same problem happens if I try to manually attach to aspnet_wp.exe after the WCF service has already started.
Have you tried firing them both off somehow (basically to get processes) then attaching the debugger to each manually?