Eh I am used to it. Even when I ask for an example of a end user getting compromised from using out of date software (like a news story, court case, etc.) and they come up empty I am still somehow the "insane" one. You are better to learn to back up things, not get caught in phishing attacks (the most common risk) and watch your accounts then even worrying about security updates.

Worked 15 years in the industry but, hey what do I know..... Not like your bank is still using server 2008 and windows 7 or anything......

It does make me wonder if perhaps malicious actors have novel intrusion methods waiting in store for the deadline because they know those people won’t just get a patch the night the intrusion gets detected. MS would probably love it, because some people would go running scared to pay to upgrade.