The best way is to add all of your DLLs into a single solution and debug the entire solution. That way they are all automatically built every time you debug. VB.NET is nice because even if you don't bring a DLL up into the debugger you can still step through the source code. (Providing you compiled with debug information). But, if your source code and your DLL don't match the IDE will get confused and step into source that isn't really being used. This occurs because the debug information in the DLL is out of sync with the source file.
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