Not on things that makes people feel like they can find what they are looking for. The Apple drop down menu hasn't changed its place since the original Mac OS.

The UI skin might change a bit from year to year, but the UX of Key components haven't changed much for 40 years.

Used to work at AppleCare special programs support in Ireland, and when we did change something like hide certain menues in the Server appbecasue we wanted to disincentive usage of parts that were going to be depricated, all hell brekas loose with the older sysadmins calling in furious over having to read change notes. Thing is Apple makes sure to communicate a lot of these changes in emails sent to users, in change notes, and in popups, and people just refuse to take notice.

Or when Final Cut Pro X changed it's library management. There were good reasons for these changes, but people at first hated them since it disturbed an otherwise uninterrupted workflow. But when these changes are made, it's usually for a very good reason based on user feedback.

This did however highlight a serious behavioural issue with the users. Some users rarely update, so they never get the incremental changes, and instead opt to jump 3-5 major release versions which breaks everything. This in turn makes the user wary of ANY updates as they now associate it with breaking everything and changing everything. Which is a problem that they would not have if they did follow best update practices.

I saw the exact same issue at HPE, Nikon, Salesforce, Microsoft, when I worked there.