> Did anyone consider that bob@company.com left months ago, but since autopay still works, no one considered potential problems?
Everyone knows it happens, meanwhile every single company with high turnover is like this (those I've had personal encounters with):
Datadog: our domain has changed, but I cannot change my login. I've changed the email address in my profile, but I'm not sure if my login (which is an email address) is just a name or it may be used as an email address in some context.
Intuit: good luck changing your name
Apple Developer: still addresses the account as Bob No-Longer-Working-Here. It's not very clear how to change that name.
Apple ID: no, you cannot change the email address that had been primary back when you created it. And it better be a valid email address.
Orange: my address has changed twice, they are aware of that, they swore they updated my address everywhere; the invoices are coming with my old old address in their headers despite everything. Good thing they are sending them electronically at least so at least I receive them.
You likely can change the data there if you really need to, but it's very involved.
Someone should tell the IT/CRM drones that sometimes people not only leave the company, but also get incapacitated or die. In their Teletubby universes it doesn't seem to happen to anyone ever.