I once had a client who wanted a system where no matter what type of file someone uploaded we'd make a PDF out of it. I don't mean "print to PDF", I mean like a straight conversion. A picture, a doc file, a speadsheet, an MP3, a video, a CAD file, a .ivt file format you and I make up right now and tell no one else about for storing Iowan votes, anything.

I told him that was impossible.* There are indeed things out there where you can print to a pdf, but it would mean that a program that knows what a .grml file is, and how to represent it on paper, assuming it even can be, is involved in the middle.

He refused to believe me, and found a company where the sales person swore up and down their product could do it. I said "then you explained it wrong" and we went back and forth. It culminated in me being put in contact with THEIR programmer. I explained what he was looking for. Their programmer replied along the lines of "but that's impossible, and also what would a PDF of half these examples even look like?" I basically said "I know, but your guy is telling my guy you can do this, so you need to tell your guy to STFU before we ALL get roped into trying to convert Duke Nukem maps and zip files full of dlls to pdfs."

Luckily it finally died after that, but the whole ordeal took months.

*I'm being direct/blunt for the sake of brevity when recapping what I said, just fill in the usual "talking with a client niceties"