I know that he has a reputation for not giving interviews, but... I would nonetheless love to see an interview with Dave Cutler.
The guy's credentials are amazing... and he must surely be one of, if not the, most significant influence in the development of Microsoft.
I'm sure he could relate any number of interesting stories about the history of all 3 operating systems (RSX-11, VMS and Win-NT) that he was involved in designing.