Earlier quoted context omitted.
I use an email address that ends in .io and the amount of people that still ask me ".io? are you sure that's correct?" never ceases to amaze me.
I have a simple email address: firstname @ (nickname for firstname) + (last initial) .net And it's amazing how hard it is to explain this to people over the phone or in store for email receipts, etc. I'm shocked how few folks seems to be vaguely aware that .net as TLD exists even though it's one of the original TLDs from when they were first created: https://en.wikipedia.org/wiki/.net
To make matters worse, I chose a slightly uncommon tld.