My wife had been a software engineer in the 90s and now is a painter. When we met, she had a brief idea to return to programming (she is PhD physicist also, so certainly smart enough). I had only recently met her, and I was so happy, I set up emacs, scheme, and the Structure and Interpretation of Computer Programs for her and tried to explain how awesome and sensible it all was. Not a good idea, we barely survived that relationship error. She did laugh at it recently (about 7 years later). I still maintain that SICP is essential reading, but only say it at parties.

I learned emacs over some months; I had a job as the IT support guy and I wanted to become a Unix C developer, so I grabbed an unused HPUX workstation, sent all my email to emacs, and then spent months learning how to use it. Probably six months before I was using it decently well.