Hello there,
Can you check if the suggestions here are helpful in your case:
https://community.fly.io/t/flyctl-ssh-console-waiting-for-host-and-nothing-happens/3016/2
https://community.fly.io/t/flyctl-ssh-console-waiting-for-host-and-nothing-happens/3016/7
https://community.fly.io/t/flyctl-ssh-console-waiting-for-host-and-nothing-happens/3016/33
Plus, there’s flyctl ssh log