I'm running a headless Pi-Hole. Went ahead with update/upgrade using SSH from my windows machine, which stalled for about an hour. Couldn't connect via SSH anymore. Thinking it had finished, I rebooted with a screen attached. I can connect to the internet, and I can see the pi on my router, just can't connect from my windows machine. Can't ping it and can't SSH into it. They're both on ethernet. I have the correct IP. SSH is enabled. How do I progress from here?

  • If you have a backup, or if you can afford to lose whatever's on your system now, starting over with a fresh install may be quicker than troubleshooting whatever it is that's gone wrong.
    – Seamus
    Jun 22 at 22:50
  • what is the output of systemctl status sshd.service - oh, wait, you can't even ping it - can the pi ping the windows machine, or the router? Jun 22 at 23:17
  • How is the RasPi connected using ethernet? Wired or wireless? Execute these commands on it: ip addr` and ip route. Edit your question and add the output to it.
    – Ingo
    Jun 23 at 7:51
  • @JaromandaX He can execute commands on the RasPi. He has a screen attached.
    – Ingo
    Jun 23 at 7:52
  • @Ingo yes, I know ... what makes you think otherwise? Jun 23 at 8:15

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