Screen reader shenanigans
In about 2003, I got a call from a customer asking if I could go to his house and set up his screen reader software on a new computer he bought. He told me he was blind, and he had bought this computer and the software on the advice of the RNIB.
The first amusing thing to happen was that he told me he was previously unable to set up the computer at all because although his mother was helping, she couldn't understand what was on the screen. But the screen wasn't plugged in. It was under the desk on the floor with a big label on it saying "please remove label before use". His mother was unable to understand what to do, and obviously the customer, being blind, was unable to do much either. The computer was ancient even for the time; the guy had somehow managed to order a computer from Dell that was at least five years old. It was running Windows ME, I seem to remember. He had just followed the directions from some article at the RNIB that was out of date.
The next amusing thing was when I tried to install this god-awful screen-reader software and the first thing it did was come up with some error or other. I followed the instructions exactly as per its instruction leaflet. Everything I tried just led to this error. So I decided to ring the helpline. The person who picked up the phone asked how he could help, and I asked him if he'd ever seen that error message before. He replied "no, I've never seen that error message before, but then I'm blind, so I wouldn't have!". He had no idea what to do and admitted that the helpline wasn't able to... help.
By copious fiddling about, I managed to get it to work on my own, but it was so flaky. The voice was awful, but the guy said he'd get used to it. Nice chap, I felt sorry for him having to try and use that terrible software. I hope he's a lot happier now that the software really is streets ahead.