"I am quite disappointed at how Windows Usability has been going backwards and the program management groups don't drive usability issues."
While it is amazing that windows did actually continue to go backwards in usability with Vista, Tiles, in-OS advertising, etc, windows was never great at usability in the sense of Bill's complaints here.
Microsoft at this point already had a decade-long track record of dumping alphaware on the market from Windows Me, Windows 1.x/2.x, Office packages, backoffice, Outlook, half-baked features, smorgasborg of apis on apis on apis, security and viruses everywhere (didn't start with the internet, folks).
They are an entrenched monopoly, and all that matters is the money coming in and the monopoly keeping its power. Bill is PERFECTLY aware of Microsoft's monopoly power, it was his goal since the MSDOS days.
So this entire post by BillG is just a big disingenuous lie. Bill is trying to whitewash his hands of building a terrible monopolistic handicap he has foisted on computing and the world now that he'd gone into semi-retirement as him being some white knight savior of endusers everywhere.
It is total bullshit. He knows very well why all this doesn't work and the company is functioning exactly as he designed it. He never gave a shit about quality except in the bare minimum.
So yeah, let's yuck up the one time the hundred billionaire was bored and played end user and got a little taste of his own medicine. But lets not pretend this was any real impediment, he could pay some person to do whatever he needed thousands of times over in the time it took for him to write the emails.
The point of the post is "look, I know we make shit software at Microsoft, but cmon people, THIS shitty? We need to look like we are trying a little".