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Re:My self-hosting infrastructure, fully automated by necovek on Saturday January 22, 2022 @09:43AM (#30037032)
I am pretty confident it broke for me between 12.04 and 14.04 Ubuntu releases, and I am pretty sure both were already in the 2.x series.

Most likely the change in NameVirtualHost behaviour as listed at https://httpd.apache.org/docs/2.4/upgrading.html, but there are a bunch of other changes too.

Re:My self-hosting infrastructure, fully automated by midasuni on Saturday January 22, 2022 @05:04PM (#30041262)
Oh sure every few years when you upgrade to a new OS, but not a normal security upgrade.