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If anyone wants to achieve something similar without using Tailscale or with alternative VPN providers, the setup outlined in this LSIO guide is pretty neat: https://www.linuxserver.io/blog/advanced-wireguard-container-routing
Edit: Don't be intimidated by the word "advanced". I struggled with this a bit at first (was also adapting it to use at home instead of on a VPS that's tunneling to home) but I got it working eventually and learned a lot in the process. Willing to assist folks who want to set it up.