Comment My experience. (Score 1) 257
I worked for a systems reseller/support provider back then. We had 50 to 100 customers out in the field running a particular OS and associated software products.
Our major vendor was extremely slow at getting updates out. The OS definitely had a problem, as account expiry dates were stored using two digit years, so ever user on every system would get locked out come 2000. They managed to devise a fix to the account security system, but it was well into 1999 before this update appeared. Even then the update was in the form of a complete new release of the latest version of the OS which had some terrible inherent problems not seen in the earlier releases many customers chose to still run.
More annoying with this new update is at the same time many long lasting OS features were discontinued, features which the majority of our customers used. It was as if they simply couldn't be bothered to audit the code, so they simply junked it. These features included WAN connections via serial and leased lines and integration with IBM mainframe architecture - with these features no longer available the OS no longer had an advantage over the then competition.
The knock-on effect was that the majority of our customers simply decided to abandon the OS altogether and migrate to something else, such as NT.