This is exactly what happened for my favorite tech support call of all time was. Worked support for a biotech firm and the site director and his EA went to some conference out of state. Went out of my way to make sure nothing would expire and they could use the VPN, usual due diligence and such. Get a very paniced call on the last day and they say there is nothing wrong, but the EA was freaking out as a ton of nerds in costume just showed up. I did some digging about the venue and found out it was the same con I attended in high school.

Spent the next while explaining what anime and anime conventions were to a very eastern-european middle-aged woman and her boss. Oh the tales of tech support.