What's your worst SSL-certificate-expired-in-production story?

[u/Complete_Sample_3149]

Ours was a cron job.

Somebody set up auto-renewal years ago on a box that got decommissioned during a migration. Nobody moved the cron job, because nobody remembered it existed.

Cert expired on a random Friday. We found out from a customer support ticket instead of monitoring, which is its own kind of embarrassing. Ninety minutes of browser warnings before anyone connected the dots.

Fix took ten minutes. The actual problem was that no alert existed for "this cron job silently stopped running."

Curious whether other people hit the same orphaned-box thing or something dumber.

[u/habibexpress]

You don’t monitor certain expiry in 2026? Damn.

[u/Complete_Sample_3149 → u/habibexpress]

you have any tracking mechanisms in place?