When Windows 95 first came out, it crashed daily on my computer and friends of mine had the same experience. Sometimes it crashed multiple times a day.
I was young then and thought nothing of it. I just rebooted and played whatever game had been interrupted. But now I wonder how they got away with it.
Microsoft was excellent at marketing and when they achieved their monopoly position, they did an excellent job of shutting out competitors. By the late nineties the phrase "No one has ever been fired for buying Microsoft products" was a very popular phrase. But I wouldn't say I was wowed by their work. Windows 95, COM, MFC, etc... I don't see (or read) anyone thinking back on those days fondly.