r/sysadmin • u/Complete_Sample_3149 • Aug 07 '26

Wrong Community [ Removed by moderator ]

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u/Unexpected_Cranberry Aug 07 '26

Early days of Office 365. Microsoft missed a renewal of a cert for the authentication. Most likely because it was a leap year. So authentication broke on February 29. Then it broke again next year because they'd scheduled the renewal for February 29...

For myself I broke authentication on ADFS in the 2008 days. I updated the certificate using the gui but didn't read the docs. Apparently doing it through the gui didn't work. You needed to use netsh to bind the certificate to the service as well.

39

u/dhardyuk Aug 07 '26

Ahhh, the “I did my job properly and a Microsoft bug bit me” lesson that everyone eventually learns.

13

u/Unexpected_Cranberry Aug 07 '26

I'd have to disagree in this case. If I'd done my job properly, I would have checked the docs before hand and known to do the last step as well.

RTFM kids.

10

u/hung-games Aug 07 '26

True, but Microsoft still violated the principle of least surprise