Unfortunately not limited to tech industry. I watched a publications department sit on a blacklisted application stack for five years, as IT - with plenty of warning - kept screaming that it was going to get turned off.

A complete absence of tool selection, migration, or any preparation whatsoever, because the new tool couldn't be funded from leadership, so the horrible ship kept belching forward. Until it was shut down. End result was seventeen people sitting on their thumbs for years.. and a totally fragged publication environment that never recovered, the product of which will - at best - be waived on future contracts at some incredible cost. At worst, it will be yet another barrier to the already marginal business.