You aren't wrong, but tools people hate will get used as little as possible. With Basecamp for example, people might create tickets but then all the discussion about them is done via email rather than the ticket itself. It's enough to not get fired but still an overall poor result for the company.

A little while ago I wrote some docs for a project, a simple markdown readme basically, but the boss decided that all documentation has to be in sharepoint, so I converted it to a word doc and threw it in sharepoint. My takeaway lesson was not to not document anything though because I hate using sharepoint and Word for.

A top down command like "use x or get fired" isn't particularly helpful, making the right thing to do the easiest thing to do generally is though.

They may say yes, but then still use backchannels like email and phone to get things done. Which makes the items on the platform out-of-date, underused, or plain wrong. And items people actually put on the platform won’t get done or updated without also writing emails or calling. It takes time to get everyone on board, but if the platform works well people will change.

No, they use it the first day, and then progressively less. Since this has happened a few times with different tools management has abandoned hope.