Casey's complaint is basicly that there are several million lines of code between an application and the hardware. This creates a large problem surface i.e. performance/security/complexity. In addition, the current hardware is so complex that an software/os (r)evolution is not possible. Casey suggests an SoC+ISA and vastly simplified interfaces for SATA/USB/NICs/etc. Which would make it feasible to ship custom OSes with just a few 10 thousands lines of ASM/code. Downside is that this would require interest from chip/hardware vendors.
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I lack technical depths regarding hardware and OSes, but I like that idea very much. Shrinking the OS parts to comprehensible sizes would vastly change the landscape. Programming computers would be so much more interesting if a single individual could grasp all of it.
It's one thing to say in that private out of frustration but in public all you'll do is just alienate the side you're trying to appeal to and they'll carry on doing what they do.
Edit: typos.
See: Metro replacing the start button, forced Windows 10 upgrades, and forced updates in Windows 10 in for starters. Users said they didn't want these things, Microsoft told them to get bent.
Casey complained about some issues with VS on HMH, Microsoft reached out and made some suggestions, suggestions completely broke his build environment. That's the kind of crap we're dealing with from today's Microsoft. Calling them babies is far more polite than what I routinely call them.
All this does is create is this big network of animosity from like-minded people who like to complain together. At the end of day I'd find it much healthier to spend time with someone like Stephanie Hurlburt than Casey.
He could just stick to providing educational material like he does with HH. Lots of people gain insights from those. The Linus-like talk brings literally nothing to the table except bad feelings.
EDIT: I should also mention that for every person like you and I (because we're on the same wavelength regarding software quality, no arguments there) there's also a crapton of people who are very happy with modern software development. I just have to look around my desk at work and I'll find people cheering for the next VS or Electron or whatever toy release. Hell, even Tommy Refenes said he liked Windows 10. These people exist, are in great numbers and are not going anywhere. So you're better off simply laying down informative facts and tips for anyone willing to listen, rather than engage in name calling.
[0] The 30 Million Line Problem: https://www.youtube.com/watch?v=kZRE7HIO3vk
The article is about Casey's work verifying collision geometry and movement code in Jonathan Blow's The Witness, to ensure that the player can't get stuck anywhere or fall through the ground or anything like that.