Is there some smart registry hack or so available to get Visual C++ 2008 Express Edition running Just In Time Debugging? Or is there some other (legal) way to circumvent this restriction?
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A possible decent (and still free) alternative would be to install the Debugging Tools for Windows which will do just in time debugging quite nicely.
WinDbg isn’t quite as nice as the VS debugger for a lot of things, but it’s pretty close. And it has a lot of functionality that simply isn’t in the VS debugger at all (being able to dump important Windows structures for example).