Certain clients started to fail after certificate renewal, while others didn't

Hello

Something too subtle for me happened on 10/06/2021 when I renewed my certificate. Apparently everything went as expected. Browsers can access in a secure way.

My site is reached by many different modules with their libraries such ESP01, NodeMCU, ESP32... Most of them work fine, but in the particular case, for the ESP01, that uses the ESP8266 it started to fail.

I can assert that is something back-end related, as all this model started to fail since certificate renewal for different users. They suffered no updates or reboots and were automatically working for years in some cases.

So my guess is that something has changed in the way certificates are made lately as the renewal process didn't give me problems in the last years. But no idea.

I can point that trying exactly the same device, with the same library and firmware, but pointing to "www.google.com" instead of "circusofthings.com" works well.

When googling why works with some URLs while not with others, it get that this vendor is not supporting SNI feature... maybe it has something to see with some change with certbot?

Thanks in advance


My domain is: circusofthings.com

I ran this command:
sudo certbot certonly --force-renew -d circusofthings.com -d www.circusofthings.com
(option 3)
openssl pkcs12 -export -out /a/path/cot.pfx -inkey /etc/letsencrypt/live/circusofthings.com/privkey.pem -in /etc/letsencrypt/live/circusofthings.com/cert.pem -certfile

It produced this output:
(All succeceeded)

My web server is (include version): Tomcat 7.0.52.0

The operating system my web server runs on is (include version): Ubuntu Server 16.04

My hosting provider, if applicable, is: hostinet.es

I can login to a root shell on my machine (yes or no, or I don't know): yes

I'm using a control panel to manage my site (no, or provide the name and version of the control panel): no

The version of my client is (e.g. output of certbot --version or certbot-auto --version if you're using Certbot):

1 Like

I'm allergic to cats...

I think the problem is that the chain is either missing/incomplete and required by Tomcat within the pkcs12 file.
OR
The R3 intermediate cert isn't in your ca-certificates file (default trusted root store).
OR
Both.

2 Likes

And unless you haven't yet been notified:

Per: EOL - Community Help Wiki
Support for that version expired more than two years ago.
If you can't upgrade the version, you should really consider putting the Tomcat behind a (newer) proxy.

2 Likes

My bad... Ubuntu version actually is 16.04, sorry.

About your kind suggestions, I'm not sure how to check it. I also wonder if it makes sense that fails for some clients but not for another ones.

1 Like

Welcome Back to the Let's Encrypt Community, Jaume :slightly_smiling_face:

There was recently a major change to the certificate chain issued by Let's Encrypt:

2 Likes

You should avoid using this parameter like you should avoid eating birthday cake baked in a nuclear reactor. It never ends well.

(Besides, the correct parameter is --force-renewal. I have no idea how you didn't get a syntax error.)

2 Likes

Hi, Griffin, thanks for your hints.
I'm astonished to know that we can't have any more nuclear cakes, kids looked so cool with that glowing aura :frowning:
Still your link is so complicated to me. Not sure if I can have any chance to find a workaround that works for all. The info is giving detail of what is behind the scenes, but not sure on how to test the different types... if possible.

2 Likes

Try:
sudo apt install ca-certificates

2 Likes

Sadly, it didn't make any difference.

1 Like

hmm...
Then I would try using the chain.pem file instead of cert.pem:
openssl pkcs12 -export -out /a/path/cot.pfx \
-inkey /etc/letsencrypt/live/circusofthings.com/privkey.pem \
-in /etc/letsencrypt/live/circusofthings.com/chain.pem -certfile

1 Like

That turns in a bad syntactic usage of the command. Removing "-certfile" option responds with "No certificate matches private key"

1 Like

Sorry, that should be fullchain.pem.
openssl pkcs12 -export -out /a/path/cot.pfx \
-inkey /etc/letsencrypt/live/circusofthings.com/privkey.pem \
-in /etc/letsencrypt/live/circusofthings.com/fullchain.pem -certfile

1 Like

Now the command succeeded (without "-certfile")... but I still have the original issue.

1 Like

Please show the fullchain.pem file.
OR the chain.pem file.

1 Like
-----BEGIN CERTIFICATE-----
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-----END CERTIFICATE-----
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-----END CERTIFICATE-----

-----BEGIN CERTIFICATE-----
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-----END CERTIFICATE-----
1 Like

OK I have two test files for you to try.
[instead of using fullchain.pem]

Just save these as test1.pem & test2.pem

1 Like

#1:

-----BEGIN CERTIFICATE-----
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-----END CERTIFICATE-----
-----BEGIN CERTIFICATE-----
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-----END CERTIFICATE-----
1 Like

#2:

-----BEGIN CERTIFICATE-----
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1 Like

#1 is working fine for the client that wasn't working

... but it broke for other clients

1 Like