Dave Cutler.
As talking to software engineers goes, you can't get much more impressive than the guy who lead the Windows NT development team initially, then worked on porting NT to the AMD64 architecture. It would be interesting to hear from him on two counts:
- He wrote the OS you're using, right now, to power stack exchange and the OS on most of the world's computers. If he doesn't have a thing or two valuable to say about software development, I need another profession.
- It would be very interesting to know what he thinks of the Stack Overflow / Stack Exchange model. After all, writing a kernel is about providing services for developers - not in the same way, of course, but there's a strong common element.
Jeff has blogged about Mr Cutler before and notes "Cutler keeps an incredibly low profile today, which is strange for an architect of his stature". So he may not wish to appear, in which case fair enough, but if there is any possibility he might be willing to appear on the podcast he'd be a great guest I reckon.
Anyway, Jeff and Joel can make anything happen, right?