Sorry for the delay. It does not look like you enabled the debug.conf override, which I need to see more detail about what wait-online is doing. However, testing a similar setup locally, it seems that the override is doing what you want it to do (i.e. add additional wait for ipv6). Note, for the record, that your drop-in adds an additional invocation of systemd-networkd-wait-online -- it does not override the existing one (maybe you already know that).
I am wondering if networkd is reporting the link as configured after *one* of the addresses is configured, but not both. That could create the slight race we are seeing here. I will keep looking. -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/2081645 Title: (during boot) failed: Cannot assign requested address To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/systemd/+bug/2081645/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs