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Editorial Team
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Asked: 2026-05-15T08:53:54+00:00

I’ve set up debugging in Visual Studio 2008 to IIS instead of the built

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I’ve set up debugging in Visual Studio 2008 to IIS instead of the built in server so I can run url rewriting while developing (using IIRF).

It took a while to get to work (changing permissions, reinstalling the .NET framework) but it was working.

I turned off my machine, and now that it’s back on the debugger won’t start. I’m using Parallels with WinXP on an iMac.

“Unable to start debugging on the web
server. Could not start ASP.NET
debugging. More information may be
available by starting the project
without debugging”

I read a whole bunch of posts on SO as well as googled the subject but none seem to provide a working answer.

Has anyone encountered this and knows how to get it to work?

Thanks.

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1 Answer

  1. Editorial Team

    So after a whole lot of experimenting I managed to find the issue, well kind of.

    The main issue was that Keep-Alives were not enabled, which in turn didn’t allow the authentication to work properly. With that enabled the debugger actually works. But. It will only work if I start debugging with a .aspx page selected. If I start debugging with a .cs page selected it wont.

    Strange, but at least it works!

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