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> Am I supposed to just download a tar.gz and do the configure/make/make install dance to /usr/local or /opt or something for each dependency that I need a more current version of?

No, you're (usually)supposed to stick with the out of date version rather than the shiny new version. Doing otherwise is taking on the responsibilities of a distro maintainer, usually not consciously.

> Even worse - what if my deployment target is 3-4 years older than the machine I'm developing/compiling on?

Either use the older version for developing or at least have a version of that environment for CI.



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