Hi Juan,

Thank you posting!

From the error message, it seems the target assembly has been optimized or
the debugger cannot find its debug information (.pdb file) while debugging.

In order to isolate this problem, would you please provide more detailed
info about the scenario? When do you get that error message? Can you
successfully remote debug any other assembly which is not in the GAC?

I suggest you can watch the 'Modules' window (Debug | Windows | Modules)
while performing the remote debugging. You can find that specific assembly
in the Modules window's loading assemblies' list, check its 'Optimized' and
'Symbol Status' properties.

If the 'Symbol Status' field shows "Cannot find", then it should be caused
by the debugger cannot find that assembly's .pdb file. I suggest you can
copy its .pdb file to the remote machine's ..\WINDOWS\Symbols\dll\
directory.

These tests will help us get closer to resolving your issue, so I
appreciate your time in performing them. Let me know the results at your
earliest convenience. If you have any questions or concerns, please let me
know. I am standing by to help you.

Thanks!

Best regards,

Gary Chang
Microsoft Online Community Support
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