Re: PITA?
How is it a pain? Don't ask me, ask the people running dnssec-tools.org or mozilla add-on update servers, those being two examples that come to my mind of sites that ran around with expired LE certs for quite a while.
It's a fun sport if you're so inclined: compare the certificates in use with the public ledger of issued certificates. If the auto-renew doesn't work, who knows what else doesn't work on those servers.