Witnessed it personally as well. The boss was a Ph.D chemist and absolutely brilliant (seriously) and was head of the company's large Research Center. He developed numerous well-selling chemical products still in use today in the polymers industry. But he just did not understand computers at the time (early 2000's). His AA printed out all emails and put them on his desk, he hand-wrote the replies and she then sent them.
Once he was at a remote plant and needed to use remote access to pick up emails because his AA was in another state and that location's fax machine was out of service. I was given the call when it came in of "can't connect". He was a great fellow so I liked working with him. This was a dial-up connection using a Windows 95 PC with a third-party dialer.
We started from scratch with me saying "Click on the Start button" followed by several seconds of silence followed by "Where is that again? As you know I don't use this thing very much."
I eventually got him connected and he thanked me for my patience. He then asked when I could spare some time to stop by the Research Center and give him some PC lessons. He said "I suppose these things are not going to go away." We laughed and I gave him the lessons.
A few years ago he sent me a message via LinkedIn from the university where he now leads the polymers science center and said "Hey, remember back when I couldn't find the Start button? I think I've got this thing figured out." followed by a smiley face.
I had not heard from him in years and I thanked him for the best laugh I'd had in a long time. And it was.