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Misconfigured Server Certificate Error

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Hello,

I have berocket setup on my site to send automated sales report emails to me. I noticed a couple of days ago it stopped working. There’s also another WP site that I manage that’s using WP Mail SMTP as well. However, everything seems to be in working order and can contact and authenticate with the same credentials to the same SMTP server. I see that the DST Root CA X3 cert expired at the end of last month. Which is when I first started to notice the issue. However, I’ve since corrected this and have updated the CA certificate information on the host in question. The certs on the server with the issue and the mail server seem to be valid. I’ve ran out of ideas and places to look for what is causing this issue. I’m hoping someone can point me in the right direction.

Versions:
WordPress: 5.8.1
WordPress MS: No
PHP: 7.3.7
WP Mail SMTP: 3.1.0

Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP Error: Could not connect to SMTP host.
Host: mail.mydomain.com
Port: 587
SMTPSecure: tls
SMTPAutoTLS: bool(true)
SMTPAuth: bool(true)

Server:
OpenSSL: OpenSSL 1.0.2s 28 May 2019

Debug:
Email Source: WooCommerce
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host.
Email Source: WP Mail SMTP
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host.

SMTP Debug:
2021-10-05 22:41:14 Connection: opening to mail.mydomain.com:587, timeout=300, options=array()

2021-10-05 22:41:14 Connection: opened

2021-10-05 22:41:14 SERVER -> CLIENT: 220 mail.mydomain.com ESMTP Postfix (Debian/GNU)

2021-10-05 22:41:14 CLIENT -> SERVER: EHLO shop.mydomain.com

2021-10-05 22:41:14 SERVER -> CLIENT: 250-mail.mydomain.com250-PIPELINING250-SIZE 10240000250-VRFY250-ETRN250-STARTTLS250-ENHANCEDSTATUSCODES250-8BITMIME250-DSN250-SMTPUTF8250 CHUNKING

2021-10-05 22:41:14 CLIENT -> SERVER: STARTTLS

2021-10-05 22:41:14 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS

2021-10-05 22:41:14 Connection failed. Error #2: stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:14090086:SSL routines:ssl3_get_server_certificate:certificate verify failed [/opt/bitnami/apps/wordpress/htdocs/wp-includes/PHPMailer/SMTP.php line 455]

SMTP Error: Could not connect to SMTP host.

2021-10-05 22:41:14 CLIENT -> SERVER: QUIT

2021-10-05 22:41:14

2021-10-05 22:41:14

2021-10-05 22:41:14 Connection: closed

SMTP Error: Could not connect to SMTP host.


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