My workplace just blew up in heated debate over this issue and we need a definitive answer please!
If you follow the general rule that the apostrophe replaces the dropped letters, this presents a problem as an ‘a’ and a ‘d’ are being dropped from both sides of the n. We did a few Google searches, like Good n Plenty, Guns n Roses, and Ghosts n Goblins, and found phrases that used apostrophes on the left side, the right side, and sometimes both sides of the n.
The apostrophe replaces the missing letters, hence “Run ‘n’ Gun” is correct. Usage of brand name products is not a reliable guide, since the logo designer may have decided that apostrophes clutter things up.
Reminds me of an old New Yorker cartoon in which a WWII sailor is writing a letter home and asks his buddy, “How many apostrophes in fo’c’s’le?” [Forecastle is the nautical term in question, but it’s commonly pronounced “focsul.”]
Since I can’t think of one word that would be in the dictionary that needs an apostrophe in two places, there probably is no official useage on this one. No true answer, you have artistic license.
Yeah, these are the kind of cases that make the designers of things like “Microsoft SmartQuotes” tear their hair out.
In general, though, if you type the word in order, all the apostrophes should come out right. It’s if you forget one and go back to add it later, that the software gets confused and puts it in the wrong way around. Fortunately, your quick-reference guide should give you a specific keystroke for each kind of apostrophe.
Fo’c’s’le. Hmm. Was there ever an af’c’s’le? I’ll ask my dad. He was in the Navy…