Your best bet of happening into a $50 is if you go to a bank for an in-person withdraw and they ask you for preferred denominations. Generally the money is dispensed in $20s even there unless specified.
Your second best bet would be if you're selling something "on the side" and the purchaser uses a $50 in a transaction, which I would say is also rare these days, most people use Venmo or equiv.
Your best bet of handling a $50 is probably as a bartender, or of course as a bank teller.
I have held $50s a few times in my life, and even my reaction is "huh, a $50, don't see those often"