I was also involved in recently doing such a thing, when we switched the “latest” container image of Amazon Linux from Amazon Linux 2 (i.e. circa 2018 base of things) to Amazon Linux 2023. Looking at the metrics not too many weeks after that of what tags
were being pulled showed that the majority of those relying on “latest” can actually jump from something like Amazon Linux 2 (circa 2018) to Amazon Linux 2023 without a problem.
But I’ve also seen the other side of things too often too… where people have made pretty bad assumptions about what is safe to do.
Ultimately, I’ve come up with the following “OS users deeply believe two things that are fundamentally not true. 1) That the OS vendor is flawless and never makes a mistake in releasing an update, and 2) That they are using the OS in exactly the way it
is intended, and exclusively relying on things to stay constant that the OS vendor also agrees are things that will stay constant”.
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