Not using Cassini, but IIS7 to run an ASP.NET app.
The debug behavior is flakey. Sometimes it works, sometimes it doesn't. I was able to step into the application start event in global.asax but sometimes I can't.
Sometimes VS2008 opens the published global.asax so I have two instances of global.asax opened in VS, the source and the published.
I reset the AppDomain and IIS and I can't put my finger on why this is happening. Any clues?
To add, while it won't go into application start, I have an OnChangeEventHandler event - it does step into the event handler.