The longest I've had them on the phone is 20 minutes. He's one of my favourite recordings though
https://soundcloud.com/radiorental1/dellsupport2
It's funny, someone pointed me at this thread because I sort of sound similar to the OP's site.
I love it when the person yells at me for wasting their time.
The different shops that have called me all follow a similar set of attacks
1) windows key 2) run command to msconfig 3) browser to download payload.
I had a 'supervisor' on the line once and when they asked me to connect to the internet I'm pretty sure I heard them curse at me with incredulity as I played the 56K dialup sound.
I once got them down a conversation cul-de-sac when I asked them which they preferred - Minesweeper or Solitaire.
That is some comedy GOLD right there.
Yeah they always use the prompt to get to the admin panel with the list of errors and logs to prove there's an issue. I always act nervous. "There's a lot, Is it that bad?", and they respond with "don't worry sir, we're going to get it fixed for you".
Edit: you said in another post further down it was a recording.
I did put some music on in the background so they might have enjoyed that.
I lost it at the end when you played the modem sound.
Also asking how to spell romeo was hilarious.
I've had this plan for a while to get to the point where a 'generator' fails and I get to play the most awesome sound of someone firing up an old helicopter (i.e. restarting the 'generator'
It didn't get that far on that call. My thinking is that I was on a farm and one of the goats would chew through a power line.
For the next call I'm going to be on a construction site. I really want to play that helicopter noise...
My brother did something like this once. Every time the guy told him to do something he just said it was reeeeeeallllyyyy slow. He also started with "hang on, I have to turn it on, its a bit slow starting...". He kept the guy on the phone for about 30 minutes before telling him he had a mac :-P
And so on. If you call them yourself and actually follow their instructions, installing something from some site into an isolated, disposable VM and then running it, you can record what happens and then build that into a better script. Trigger these instructions by asking them what they can do to fix your computer, and time their response. Bonus points if you can detect them saying "http" which kicks off that part of the script.