I was also doing dialup internet support around that time. Talking a senior citizen through setting up a dial up networking connection on Windows 95/98 using a winmodem on a line which was obviously noisy with no way to see what was on their screen was pretty common.

I remember one time I'd gotten the connection established and they said "now what?", and I said "You've connected to the Internet" and they said "so what do I do now?" They'd gone out and bought the internet package because it was the thing to do, but had no idea what to do with it. I ended up showing them how to go to Google which had only just been released that month.

And I definitely relate to being adverse to hearing a ringing phone