"Timeout during connect (likely firewall problem)" while renewing Certbot

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I am facing the following error when I try to renew my ssl certificate using

certbot renew

Challenge failed for domain ***********.com

Some challenges have failed.

The following errors were reported by the server:

Domain: arjunbroker.com Type: connection Detail: Fetching http://arjunbroker.com/.well-known/acme-challenge/F9nlyrRQBpJGOpPLHGPCj1vzdJOd_rBISU7q2aX7t_o: Timeout during connect (likely firewall problem)

I have checked UFW and firewalld. And both port 80 and 443 are open.

3 Answers

I finally realised that prior to installing SSL on this server, I used to forward port 80 to port 8080 using

 sudo /sbin/iptables -t nat -I PREROUTING -p tcp --dport 80 -j REDIRECT --to-port 8080

So I simply forwarded port 80 back to port 80.

Lesson learnt, for Certbot to work port 80 forwarding should be in place.

I finally realized that I ONLY had http/https open to my test client machines. I opened them wide for the certbot run then closed them again. I'll try to determine what IP needs to be open for letsencrypt probes so I can automate the certbot renewals.

For me the issue was that Let's Encrypt uses IPv6 if possible to do the http challenge and my site worked fine over IPv4 but not over IPv6 (as I had it setup wrong). You can use this site to test your IPv6 setup.

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