It is true that writing to the board will get you noticed, and that you might not like the consequences. If you value having the job then don’t write to the board. Even if you are right, being noticed like that isn’t going to endear you to your boss.
But if you care more about doing the right thing then writing to the board is the right thing to do. And after a few years of working at Microsoft you might not value your job very much either and you too might decide to go out in style.
Windows is ~500 times bigger than Azure, give or take, by machine count, and still many times larger by loc, modules, users, whatever else you want to measure. The heavy lifting (VM/containers, I/O, the things that cannot not be done just like that) is handled by the Windows folks anyway. The only hard part is the VM placement, everything else is mostly regular software engineering, some of medium-hard complexity but nothing that can excuse the need for constant human intervention.
It is, but “Microsoft runs on trust” they say. They also say the CEO’s inbox is always open, actually the CEO himself says it in the yearly mandatory training video on business conduct. So it should be safe, in theory, to openly speak out in the best interest of the customers, no? Rhetorical question :)
I feel like emailing the CEO in this case is just a no-op, the inbox is gatekeeped by his staff and very unlikely he saw your email.
That said, “inbox always open” means you should come with a problem AND a very well detailed solution. But question becomes if you had a detailed solution that was good, why wasn’t it ran up the org chart with buy in and why did it have to skip to the top.
But that's part of a great solution... it sounds like you might have had a good technical solution, but that's only half the solution in enterprise. If your technical solution requires another team to completely retool, its not a great solution overall.
"While some may see this as a dick move and I wasn’t exactly proud of it, but I actually waited for Daniel’s wife, Katie, to go into labor before bringing all of this up with his management."
Holy cow! Now I've unfortunately witnessed some ugly office behavior too, but this is quite another level.