> One time, one system accepted it, but another system that accessed the same data didn't allow apostrophes so the person using the second system couldn't acces

> One time, one system accepted it, but another system that accessed the same data didn't allow apostrophes so the person using the second system couldn't access the record, and it took 2 phone calls and 3 people to come up with a workaround. There's still a lot of organisations that somewhere in their e-mail processing chain cannnot deal with 4-letter TLD e-mail addresses*. Even worse is that the front-end is often a relatively new framework and will happily accept your e-mail, only to then have it silently fail forever. Mercifully a lot of those organisations have their customer service authorized to change your e-mail address manually, but if they don't.. good luck.