Hi @evance! Unfortunately I was unable to resolve the issue. I ended up having to dig out an intel mac and just fire up everything on that box. From what I recall with where I was with troubleshooting, it has to do with the way landrush seems to alter the DNS resolver of the Vagrant box. While the pings work, the actual way it grabs those packages seems to not be able to resolve. Since the DNS resolve conf is dynamically set, there wasn’t an easy way that I found to be able to work around it. I didn’t go down the path to try and fix it due to time constraints on the project, but I where I was going to start digging next was on hosts and iptables just to see if there was something there I missed. Our conclusion is that multisite with Roots is currently bricked for M1 architecture and that an alternative to landrush needs to be found or created to utilize it properly. Unfortunately, my team and I are not Python devs and wouldn’t know where to start.