It's not "The rules exceed the rules quota established for your mailbox", there's only 4 at the moment.
It's not "The rules have errors or conflicts with other rules or settings"
The rules are not disabled and they never worked. With "corrupted by a glitch or an update" are you still talking about the web version?
The same with "The rules are not compatible with the version of Outlook you are using", I don't see how that would make any sense for the web version.
Is there any documentation on what regex features are supported? Would | in regex work to match multiple words using a single rule?