Well, the concern from the standpoint of the other parties would that he would die, and his voting rights pass on to someone completely non-technical and/or non-entrepreneurial. I can see that it makes perfect sense to protect themselves against that eventuality.
Maybe it'd be better to have terms to convert to non-voting shares at death or permanent incapacity, with voting rights to be exercised in proportion to the other votes cast during temporary incapacity. But that could definitely get hairy too.
"Microsoft Word ate the remains" is still wrong ;-)
Of course this very much depends on what you were doing at the time, but MS was pushing very hard to establish their 'office' products.
The turning point was 1989, with Windows just barely being usable, then 3.0 came out and it went very quickly.