Maybe it’s because I literally do not give a shit about the company or it’s products or customers. I just want money. In fact, I want the opposite kind of imposter syndrome, where I trick the people hiring me into thinking I’m much more qualified than I actually am get paid a shit ton more money. Yes I know C++, Pascal, Assembly, COBOL. Please pay me $500k.
I don't think I've ever seen a UI change of any software and website that was good enough to justify relearning where everything is. It really does seem like a bunch of UI/UX designers constantly change shit around to justify their existence and employment throwing out nonsense buzz words like "intuitive design" as a reason why the old serviceable design somehow sucks compared with the newer equally serviceable design.
Vista and Windows 7 being skeuomorphic in contrast with Windows 8 and 10 being flat has nothing to do with the perceived benefits of skeuomorphism or flat design, but was mostly done for branding purposes. The difference in design is emphasized so when your work PC is running on Windows 10, which has a flat aesthetic, the first thing you'll think when you boot up Windows 7 is go, "Wow, this looks dated. I need to blow my money on the latest shit."
deleted by creator
There's the reverse where the inhouse software still has their UI from the 2nd millennia because the lead developer doesn't want to update their user guide they made in 2012. It turns out intuitive design gets trumped by manuals tailored towards the endusers and personnel tasked with basic FAQs in case the tailored manuals are not adequate.