mojo_raisin,

Ya, this isn’t an easy problem to solve. I have some of the same issues.

If you want to try again or keep trying with the shared directory model try the “sticky bit” along with ACL.

sudo setfacl -d -m g:shared:rwx /path/to/shared_directory

This will make any files/directories you create in the shared dir have the right permissions to share. But it doesn’t apply to files already existing in the directory or files/directories created outside of this directory that are moved into the directory.

If you go the VM route, you might look into QEMU + KVM using .qcow2 files for the VM disk. Then you could just copy the qcow around and start the VM with a command (albeit a complex command). If this sounds interestiing, let me know and I can provide help and examples of how I do it or explanations.

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