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Topic: Outlook/Mac Mail claim SSL certificates have expired ... ?

==== Required information ====
~$ cat /etc/iredmail-release
0.9.6 PGSQL edition.
~$ uname -a
Linux s1.ubiqiti.net 4.9.15-x86_64-linode81 #1 SMP Fri Mar 17 09:47:36 EDT 2017 x86_64 x86_64 x86_64 GNU/Linux
Apache
====

Any thoughts on how to further diagnose this problem?

Today Outlook 2016 and iPad email clients started to claim the SSL certifcates for the domain had expired.

A quick check with Chrome and
`openssl s_client -showcerts -connect domain.com:587 -starttls smtp | openssl x509 -text` shows that they have *not*.

I've restarted both postfix and dovecot just in case there was some odd caching effect going on but to no effect.

dovecot.conf shows

# SSL: Global settings.
# Refer to wiki site for per protocol, ip, server name SSL settings:
# http://wiki2.dovecot.org/SSL/DovecotConfiguration
ssl_protocols = !SSLv2 !SSLv3
ssl = required
verbose_ssl = no
ssl_cert = </etc/letsencrypt/live/domain.com/fullchain.pem
ssl_key = </etc/letsencrypt/live/domain.com/privkey.pem

main.cf shows

# TLS settings.
#
# SSL key, certificate, CA
#
smtpd_tls_key_file = /etc/letsencrypt/live/domain.com/privkey.pem
smtpd_tls_cert_file = /etc/letsencrypt/live//domain.com/cert.pem
smtpd_tls_CAfile = /etc/letsencrypt/live//domain.com/chain.pem

i.e. there is no possibility of the config files pointing to stale certificates. I am puzzled. Any suggestions most welcome.

TAIA

----

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Re: Outlook/Mac Mail claim SSL certificates have expired ... ?

- Try to check the ssl cert with web browser.
- Try to renew the letsencrypt cert to make sure it's not expired.

3

Re: Outlook/Mac Mail claim SSL certificates have expired ... ?

ZhangHuangbin wrote:

- Try to check the ssl cert with web browser.
- Try to renew the letsencrypt cert to make sure it's not expired.

Done both. Repowering the iPad stopped the warnings. Looked very much ike the iPad email app was caching the certificate as it was indeed an older copy. Very odd.