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Related to https://github.com/apple/container/issues/1251 Change to sharing in the parent directory, and then bind mounting in the file into the container. This has the unfortunate reality of being less secure, but the current approach is burdended by a couple things, namely: 1. You can't share in files that are on a different volume 2. There is a Virtualization bug that causes spurious errors when trying to open the file. I've added a doc to go over the approach we've taken, and some workarounds if the approach is not satisfactory.