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RE: Reflecting on docker build speed
I agree on all of the above. I tend to use custom --entrypoint="/bin/bash" for cases when I want to override defaults for debugging or exec -it for attaching to the already running container. Quite interesting feature of the volume mount, not described anywhere, is that with a fine grained target it can be maliciously used to workaround 30 day limit of most of the s/w trials. And about the tiered base images, people behind https://github.com/phusion/baseimage-docker did a really good job.
Phusion's base image is awesome - much prefer using that and then adding services rather than building on top of the various other base images around (seeing "FROM python" etc makes me weep).
About the 30 day trial limit thing - hasn't that always been possible to do if you're running the code on your own hardware?
It's fundamentally impossible to enforce such limits unless the software runs purely serverside.