Also expired certificates break a lot of websites… should we disable checking?
Certificate expiration isn't an unanticipated regression. You know when you get a certificate when it will expire.
I don't mean to be pedantic, but not always--see the recent DigiCert delayed revocation issues. I will admit it is rare though and more often than not, you (should) know when your certs are going to expire.
Those websites set up the expiring certificate themselves.
Maybe, but just from a security point of view it's totally fine.
Getting tracked is less secure than not getting tracked.
Getting hacked is less secure than getting tracked.
Very clever. But getting tracked doesn't in any way protect you from getting hacked. It just exposes you to more risks, including getting hacked.