I don't see how his argument carries any validity whatsoever.
I have four monitors in a strange setup. A row with three, 18, 23 widescreen, 18. Then, above the 23 I have an identical 23, but it's upside down.
Needless to say, it's a tremendous struggle to get it all working in Linux, and it's pretty much automatic in Windows.
Secondly, I am pretty sure many websites and forums have been doing "Secret Santa" for at least a decade now. That always involves collecting information from more than just the "seller" and the "buyer" in order to complete an online transaction.
It's an interesting read, anyhow.
What is worth doing is worth the trouble of asking somebody to do.