The fact that Raymond Chen is debugging these kind of issues, tells me Microsoft is short on staff that has his particular set of skills, handing him the hairiest issues from the annals of Windows. The new hires are probably all about .NET and JavaScript and what have you -- whatever Microsoft is about these days. I doubt it's C/C++. Chen is probably on standby and is paid handsomely as a de-facto VIP consultant. He is a legend, but he's becoming somewhat of a vintage developer.

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Managed dump analysis in windbg was a thing. It’s been many years since I’ve needed it, though. Service telemetry improved quickly thereafter.

It is still a thing, just not a very common one since the debugger in VS has become more ergonomic and powerful. But windbg is still the king here, for the most advanced analysis of both managed and unmanaged code and it isn't even close to be honest once you learn the arcane commands and incatations