This is great stuff, walking the reader through your thought process was helpful for me as a developer to grok why yolobox was designed this way. I ended up landing in the "just make a local copy, don't get fancy" world myself after many iterations of workflows. Separate agents, separate containers, separate ports, that all resonates.
You mention this approach gobbling up a bunch of extra disk space as a consequence of the tradeoffs. Have you considered using APFS cloning on macOS to reduce some of that burden, or is that too tiny of an optimization to be worth it at this point?
Hard drives are cheap and I haven't approached the limit yet. So I left this as a future optimization.