I just saw that Mark Russinovich and David Solomon of SysInternals fame are going to release a set of DVD videos on their Windows debugging & troubleshooting training.
Having sat-in on their PDC sessions and read their articles, this looks like a awesome product for any serious developer/debugger!
Sysinternals Freeware - Windows Internals and Advanced Troubleshooting:
Sysinternals Video Library The Sysinternals Video Library is set of six DVDs that cover essential Windows troubleshooting topics. Each video is personally presented by Mark Russinovich (cofounder of Winternals and Sysinternals) and David Solomon (noted Windows internals expert and trainer), authors of the official Microsoft Press book on the Windows operating system, Windows Internals. They are known from past Microsoft conferences to be especially informative and entertaining when presenting together.