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Yeah, even with all the reporting in the world at my employer sometimes we sometimes miss one, or a setting. It's hard to be good at certs.

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Uptime robot (https://uptimerobot.com/) can be set up to alert you about any upcoming cert expiries. It has saved our necks a few times.

Is the free tier for this something that's valuable or do you realistically need the pro version?

The free tier doesn't include SSL monitoring, but has many other useful free features.

https://uptimerobot.com/pricing lists SSL monitoring under paid features.

Come on, I have failed to update a cert many times before; but the only single reason that happened was because I never bothered to set a calendar reminder to do so.

Imagine, through a series of company acquisitions and suchlike, you've got forty internal web services spread across five different tech stacks, three primary public-facing websites, plus some APIs, and some mail servers, and some secondary sites like a recruiting website built and managed by an external company.

At that point, calendar reminders ain't going to cut it. And I imagine that TechCrunch-Oath-AOL-Yahoo-Verizon has at least that much complexity.

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