My dad, the tech genius that he is, has been against every minor step forward since the 90's:
"Why do i need an answering machine, if they need me, they'll call back." He worked for himself as a handyman, so this is plain ridiculous. Finally, someone gives him an answering machine and suddenly it's "This is awesome! I never miss a call! I've got so much work!" Later it was "Why do I need a debit card? I can just write a check!" which evolved to "It's so convenient! I can get gas, even when they're closed!" He repeated the answering machine argument when cell phones arrived, and repeated the results when he finally got one.
It's a running theme in his life. The one that really gobsmacked me was when he proudly declared "the Internet can't hurt me if i don't get on it!"
I think the saddest part about this is the phenomenon where people who didn't understand tech were scared of new stuff that was actually really neat and helpful....
...and nowadays they're ridiculously trusting of shiny user-friendly corporate garbage that spies on them and manipulates them.