I don't have to worry about Windows 7 being EOL, because I use Ubuntu Linux. My wife uses macOS Catalina on her MacBook Air. I haven't used Windows (personally) since college, if you don't count the ancient copies of Windows I run on my vintage PC collection or a seldom-used Windows virtual machine on my main PC.
My wife, however, has been telling me all kinds of horror stories when the hospital where she works as a CICU RN, upgraded from Windows 7 to Windows 10. They were unable to do their charting a week after the rollout and had to do all of their charting on paper, the old fashioned way. Then the hospital IT thought the problem was "fixed" until charts on patients weren't coming up -- they disappeared and apparently didn't get synchronized to a server or something. My wife told me that they had to have some engineer of the software company (Epic) come to the hospital -- apparently they caught a flight and was there at the hospital the same day to fix the problem.
After the charting fiasco was settled, she told me that she and all the other nurses would try to print something and it would never print, but they could print just fine at the other nurse station. They later found out that their print jobs done at nurse station #1 was printing a couple floors above the CICU. Then the Pyxis machine (basically a computerized locking medicine repository) decided that it wasn't going to work and none of the nurses or doctors could get access to the Pyxas as it wasn't loading or something -- apparently it runs Windows 10 too. The CICU charge would have to unlock the Pyxis manually with a key every time meds were needed. Happened on other floors as well. The vendor of the Pyxis needed to come down for that one too.
According to my wife, they very seldom had any technical issues when everything ran Windows 7. I think a lot of it has to do with the fact that Windows 10 decides when it's going to update -- it can be delayed, but it'll eventually just do it without asking. The issue is that many large companies and organizations like hospitals use the Professional version of Windows, which has worked fine in the past. However, realize that the Professional version of Windows 10 does not give end-users -- and in the case of companies and organizations like the hospital, IT support techs/systems administrators -- complete control of certain things, including updates. It's Microsoft's way of getting larger businesses and organizations to buy the Enterprise versions. I think a lot of IT people, like those at the hospital where my wife works at, are finding out/have found out the hard way that they can no longer rely on the Professional version of Windows if they need to have control over updates and what the OS needs to do.
Fortunately for me, my only interaction with Windows 10 is with a laptop issued by the company I work for (residential and commercial HVAC). Everything is done on a web app through Microsoft Edge -- retrieving service calls, closing service calls, updating service calls, ordering parts... hard to screw up in my opinion and everything works fine for me thus far, but like I said, that's because I can do everything through Edge.