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I'd have to dig in deeper on whether I'd expect chroot's to be enough isolation. There are likely going to be issues with port numbers once you start trying to run things even if the files don't overlap.

I don't think that there's anything inherently impossible, but I'd suggest using VMs instead to get full isolation. The chroot's will be a lot more work as it's something that's never been tested and likely will have corner cases that will need to be figured out.