I can't Configure WP Mail SMTP on my wordpress

David_Chriss

Hi, I installed SSL on my mail server mail.mydomain.com I can Send and receive emails but When I add email to wordpress SMTP plugin I got this error, Please help me to fix it

There was a problem while sending the test email.

Misconfigured server certificate.
This means OpenSSL on your server isn't able to verify the host certificate.

There are a few reasons why this is happening. It could be that the host certificate is misconfigured, or this server's OpenSSL is using an outdated CA bundle.

Recommended next steps:
Verify that the host's SSL certificate is valid.
Contact your hosting support, show them the "full Error Log for debugging" below and share this link with them.

Here is Error Log:

Versions:
WordPress: 6.0.1
WordPress MS: No
PHP: 7.4.30
WP Mail SMTP: 3.5.2

Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:14090086:SSL routines:ssl3_get_server_certificate:certificate verify failed
Host: mail.mydomain.com
Port: 587
SMTPSecure: tls
SMTPAutoTLS: bool(true)
SMTPAuth: bool(true)

Server:
OpenSSL: OpenSSL 1.0.2u 20 Dec 2019

Debug:
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:14090086:SSL routines:ssl3_get_server_certificate:certificate verify failed

SMTP Debug:
2022-08-21 20:11:33 Connection: opening to mail.mydomain.com:587, timeout=300, options=array()

2022-08-21 20:11:33 Connection: opened

2022-08-21 20:11:33 SERVER -> CLIENT: 220 mydomain.com ESMTP Postfix (Ubuntu)

2022-08-21 20:11:33 CLIENT -> SERVER: EHLO mydomain.com

2022-08-21 20:11:33 SERVER -> CLIENT: 250-mydomain.com250-PIPELINING250-SIZE 102400000250-VRFY250-ETRN250-STARTTLS250-ENHANCEDSTATUSCODES250-8BITMIME250-DSN250-SMTPUTF8250 CHUNKING

2022-08-21 20:11:33 CLIENT -> SERVER: STARTTLS

2022-08-21 20:11:33 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS

2022-08-21 20:11:33 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 [/www/wwwroot/mydomain.com/wp-includes/PHPMailer/SMTP.php line 468]

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:14090086:SSL routines:ssl3_get_server_certificate:certificate verify failed

2022-08-21 20:11:33 CLIENT -> SERVER: QUIT

2022-08-21 20:11:33

2022-08-21 20:11:33

2022-08-21 20:11:33 Connection: closed

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:14090086:SSL routines:ssl3_get_server_certificate:certificate verify failed

aaPanel_Kern

David_Chriss
Hi, is it possible to try to re-apply for SSL? Or wordpress use port 25 to link mail server without SSL

InboxInline

aaPanel_Kern It has worked for me. But please suggest how to configure it with SSL/TLS?

aaPanel_Kern

InboxInline
The mail server is configured with SSL. Then set the relevant content in wordpress

David_Chriss

aaPanel_Kern Hello the issue is still there for me I have got no solution yet.. am getting head ache for this

David_Chriss

aaPanel_Kern I have sen't aapanel login acess to kern@aapanel.com with the heading I can't Configure WP Mail SMTP on my wordpress

Please help me to check my settings so I can fix this issue, Thanks

aaPanel_Kern

David_Chriss

Hello, try to modify the configuration in the Config of postfix in the Service Status interface of the mail server management interface
Put: smtpd_tls_chain_files=/etc/ssl/private/ssl-cert-snakeoil.key,/etc/ssl/certs/ssl-cert-snakeoil.pem
Change to: smtpd_tls_chain_files = /www/server/panel/plugin/mail_sys/cert/135mailtest.com/privkey.pem,/www/server/panel/plugin/mail_sys/cert/135mailtest.com/fullchain.pem
Note to replace 135mailtest.com with your domain name.
Also check /www/server/panel/plugin/mail_sys/cert/135mailtest.com/ for privkey.pem and fullchain.pem files

David_Chriss

aaPanel_Kern

aaPanel_Kern Also check /www/server/panel/plugin/mail_sys/cert/135mailtest.com/ for privkey.pem and fullchain.pem files

Hi, I have Checked That File Director... I see those files.. What Should I do with them?

aaPanel_Kern Hello, try to modify the configuration in the Config of postfix in the Service Status interface of the mail server management interface
Put: smtpd_tls_chain_files=/etc/ssl/private/ssl-cert-snakeoil.key,/etc/ssl/certs/ssl-cert-snakeoil.pem
Change to: smtpd_tls_chain_files = /www/server/panel/plugin/mail_sys/cert/135mailtest.com/privkey.pem,/www/server/panel/plugin/mail_sys/cert/135mailtest.com/fullchain.pem

Hi, I don know where this is.. Can I know the director of it so I can check and modify it? Thanks

I have been trying for days to fix this issue.. This is my first time using Aapanel.. Please help me in this

David_Chriss

aaPanel_Kern Can you please help me in this?

David_Chriss

aaPanel_Kern Try to apply for SSL. Check the configuration of postfix at the same time

openssl s_client -connect mx.pressplay.top:587 -starttls smtp

Where to put that command please and where is the file location of postfix. Thanks

aaPanel_Kern Put: smtpd_tls_chain_files=/etc/ssl/private/ssl-cert-snakeoil.key,/etc/ssl/certs/ssl-cert-snakeoil.pem
Change to: smtpd_tls_chain_files = /www/server/panel/plugin/mail_sys/cert/135mailtest.com/privkey.pem,/www/server/panel/plugin/mail_sys/cert/135mailtest.com/fullchain.pem
Note to replace 135mailtest.com with your domain name.

Also You give me this, but I don know where to put, Please help me in this

aaPanel_Kern

David_Chriss
Hello, is the problem solved? In the configing of the Mail Server plugin in the App Store, in the service status interface

David_Chriss

aaPanel_Kern Hi, Not solved.. Email their not working on my wordpress... But I can send and receive email on my panel mail server

This is Error Log on Wpmail SMTP

Versions:
WordPress: 6.0.2
WordPress MS: No
PHP: 7.4.30
WP Mail SMTP: 3.5.2

Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Host: mx.pressplay.top
Port: 587
SMTPSecure: tls
SMTPAutoTLS: bool(true)
SMTPAuth: bool(true)

Server:
OpenSSL: OpenSSL 1.1.1f 31 Mar 2020
Apache.mod_security: No

Debug:
Email Source: WPForms Lite
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: wpDiscuz
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: WP Core
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: WP Mail SMTP
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: Rank Math SEO
Mailer: Other SMTP
You must provide at least one recipient email address.

SMTP Debug:
2022-10-10 03:39:09 Connection: opening to mx.pressplay.top:587, timeout=300, options=array()

2022-10-10 03:39:09 Connection: opened

2022-10-10 03:39:09 SERVER -> CLIENT: 220 v1377591.hosted-by-vdsina.ru ESMTP Postfix (Ubuntu)

2022-10-10 03:39:09 CLIENT -> SERVER: EHLO www.pressplay.top

2022-10-10 03:39:09 SERVER -> CLIENT: 250-v1377591.hosted-by-vdsina.ru250-PIPELINING250-SIZE 102400000250-VRFY250-ETRN250-STARTTLS250-ENHANCEDSTATUSCODES250-8BITMIME250-DSN250-SMTPUTF8250 CHUNKING

2022-10-10 03:39:09 CLIENT -> SERVER: STARTTLS

2022-10-10 03:39:09 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS

2022-10-10 03:39:09 Connection failed. Error #2: stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed [/www/wwwroot/pressplay.top/wp-includes/PHPMailer/SMTP.php line 468]

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

2022-10-10 03:39:09 CLIENT -> SERVER: QUIT

2022-10-10 03:39:09

2022-10-10 03:39:09

2022-10-10 03:39:09 Connection: closed

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

aaPanel_Kern

David_Chriss
Hello, is the SSL certificate of checking the mail server normal? Or use the 25 port without the SSL certificate to send it

David_Chriss

aaPanel_Kern
Hello Certificate is ok, and am using secure TLS port 587..

If I try with port 25 this is what I get

Versions:
WordPress: 6.0.2
WordPress MS: No
PHP: 7.4.30
WP Mail SMTP: 3.5.2

Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Host: mx.pressplay.top
Port: 25
SMTPSecure: string(0) ""
SMTPAutoTLS: bool(true)
SMTPAuth: bool(true)

Server:
OpenSSL: OpenSSL 1.1.1f 31 Mar 2020
Apache.mod_security: No

Debug:
Email Source: WP Mail SMTP
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

SMTP Debug:
2022-10-10 04:52:06 Connection: opening to mx.pressplay.top:25, timeout=300, options=array()

2022-10-10 04:52:07 Connection: opened

2022-10-10 04:52:07 SERVER -> CLIENT: 220 v1377591.hosted-by-vdsina.ru ESMTP Postfix (Ubuntu)

2022-10-10 04:52:07 CLIENT -> SERVER: EHLO www.pressplay.top

2022-10-10 04:52:07 SERVER -> CLIENT: 250-v1377591.hosted-by-vdsina.ru250-PIPELINING250-SIZE 102400000250-VRFY250-ETRN250-STARTTLS250-AUTH PLAIN LOGIN250-ENHANCEDSTATUSCODES250-8BITMIME250-DSN250-SMTPUTF8250 CHUNKING

2022-10-10 04:52:07 CLIENT -> SERVER: STARTTLS

2022-10-10 04:52:07 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS

2022-10-10 04:52:07 Connection failed. Error #2: stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed [/www/wwwroot/pressplay.top/wp-includes/PHPMailer/SMTP.php line 468]

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

2022-10-10 04:52:07 CLIENT -> SERVER: QUIT

2022-10-10 04:52:07

2022-10-10 04:52:07

2022-10-10 04:52:07 Connection: closed

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

aaPanel_Kern

David_Chriss
Try to apply for SSL. Check the configuration of postfix at the same time

openssl s_client -connect mx.pressplay.top:587 -starttls smtp

aaPanel_Kern

David_Chriss

This is my normal configuration. You can refer to

# See /usr/share/postfix/main.cf.dist for a commented, more complete version


# Debian specific:  Specifying a file name will cause the first
# line of that file to be used as the name.  The Debian default
# is /etc/mailname.
#myorigin = /etc/mailname

smtpd_banner = $myhostname ESMTP $mail_name (Ubuntu)
biff = no

# appending .domain is the MUA's job.
append_dot_mydomain = no

# Uncomment the next line to generate "delayed mail" warnings
#delay_warning_time = 4h

readme_directory = no

# See http://www.postfix.org/COMPATIBILITY_README.html -- default to 2 on
# fresh installs.
compatibility_level = 2



# TLS parameters
#smtpd_tls_cert_file=/etc/ssl/certs/ssl-cert-snakeoil.pem
#smtpd_tls_key_file=/etc/ssl/private/ssl-cert-snakeoil.key
smtpd_tls_security_level = may

smtp_tls_CApath=/etc/ssl/certs
smtp_tls_security_level = may
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache


smtpd_relay_restrictions = permit_mynetworks permit_sasl_authenticated defer_unauth_destination
myhostname = kern123.top
alias_maps = hash:/etc/aliases
alias_database = hash:/etc/aliases
mydestination = 
relayhost = 
mynetworks = 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128
mailbox_command = procmail -a "$EXTENSION"
mailbox_size_limit = 0
recipient_delimiter = +
inet_interfaces = all
inet_protocols = all
virtual_mailbox_domains = sqlite:/etc/postfix/sqlite_virtual_domains_maps.cf
virtual_alias_maps = sqlite:/etc/postfix/sqlite_virtual_alias_maps.cf, sqlite:/etc/postfix/sqlite_virtual_alias_domain_maps.cf, sqlite:/etc/postfix/sqlite_virtual_alias_domain_catchall_maps.cf
virtual_mailbox_maps = sqlite:/etc/postfix/sqlite_virtual_mailbox_maps.cf, sqlite:/etc/postfix/sqlite_virtual_alias_domain_mailbox_maps.cf
smtpd_sasl_type = dovecot
smtpd_sasl_path = private/auth
smtpd_sasl_auth_enable = yes
smtpd_recipient_restrictions = permit_sasl_authenticated, permit_mynetworks, reject_unauth_destination
smtpd_use_tls = yes
virtual_transport = lmtp:unix:private/dovecot-lmtp
smtpd_milters = inet:127.0.0.1:11332
non_smtpd_milters = inet:127.0.0.1:11332
milter_mail_macros = i {mail_addr} {client_addr} {client_name} {auth_authen}
milter_protocol = 6
milter_default_action = accept
message_size_limit = 102400000

#smtpd_tls_chain_files = /etc/ssl/private/ssl-cert-snakeoil.key,/etc/ssl/certs/ssl-cert-snakeoil.pem
smtpd_tls_chain_files = /www/server/panel/plugin/mail_sys/cert/xxxx.top/privkey.pem,/www/server/panel/plugin/mail_sys/cert/xxxx.top/fullchain.pem
tls_server_sni_maps = hash:/etc/postfix/vmail_ssl.map

David_Chriss

aaPanel_Kern Sorry I don't understand am not too good on this.. Can I please give you my Login To Server and help me to fix it please?

Here is the Log from WordPress SMTP Plugin

Versions:
WordPress: 6.0.2
WordPress MS: No
PHP: 7.4.30
WP Mail SMTP: 3.6.1

Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Host: mx.pressplay.top
Port: 587
SMTPSecure: tls
SMTPAutoTLS: bool(true)
SMTPAuth: bool(true)

Server:
OpenSSL: OpenSSL 1.1.1f 31 Mar 2020
Apache.mod_security: No

Debug:
Email Source: WPForms Lite
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: WP Mail SMTP
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: WP Core
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed
Email Source: wpDiscuz
Mailer: Other SMTP
SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

SMTP Debug:
2022-10-17 04:17:54 Connection: opening to mx.pressplay.top:587, timeout=300, options=array()

2022-10-17 04:17:55 Connection: opened

2022-10-17 04:17:55 SERVER -> CLIENT: 220 v1377591.hosted-by-vdsina.ru ESMTP Postfix (Ubuntu)

2022-10-17 04:17:55 CLIENT -> SERVER: EHLO www.pressplay.top

2022-10-17 04:17:55 SERVER -> CLIENT: 250-v1377591.hosted-by-vdsina.ru250-PIPELINING250-SIZE 102400000250-VRFY250-ETRN250-STARTTLS250-ENHANCEDSTATUSCODES250-8BITMIME250-DSN250-SMTPUTF8250 CHUNKING

2022-10-17 04:17:55 CLIENT -> SERVER: STARTTLS

2022-10-17 04:17:55 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS

2022-10-17 04:17:55 Connection failed. Error #2: stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed [/www/wwwroot/pressplay.top/wp-includes/PHPMailer/SMTP.php line 468]

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

2022-10-17 04:17:55 CLIENT -> SERVER: QUIT

2022-10-17 04:17:55

2022-10-17 04:17:55

2022-10-17 04:17:55 Connection: closed

SMTP Error: Could not connect to SMTP host. Connection failed. stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

aaPanel_Kern

David_Chriss
Hi, can you give us your aapanel information? The server makes a snapshot backup first, if possible, please send it to kern@aapanel.com.
It is recommended to fill in the following
Post link:
SSH IP address, account password and port:
aapanel login link address and account password:

No post link will not be able to know which user's information is

David_Chriss

aaPanel_Kern Hi, Thanks I have sent.. Email Heading "WP Mail SMTP Configuration
"

aaP_krissiankg

Hello, I also have the same problem with my WordPress.
But I don't know how to solve it?

Can you give me some guidelines to follow?

Or do I have to give my login information as well?

aaPanel_Kern

aaP_krissiankg
Hello, please try to reapply for SSLs at the mail server. At the same time, check the postfix configuration, which can be viewed in the server status
"mail.135mailtest.com" is replaced with your domain name
Put:
smtpd_tls_chain_files=/etc/ssl/private/ssl-cert-snakeoil.key,/etc/ssl/certs/ssl-cert-snakeoil.pem
Change to:
smtpd_tls_chain_files = /www/server/panel/plugin/mail_sys/cert/135mailtest.com/privkey.pem,/www/server/panel/plugin/mail_sys/cert/135mailtest.com/fullchain.pem
Note to replace 135mailtest.com with your domain name.
Also check /www/server/panel/plugin/mail_sys/cert/135mailtest.com/ for privkey.pem and fullchain.pem files

You can use this command to check whether the correct SSL is configured
openssl s_client -connect mail.135mailtest.com:587 -starttls smtp
or
openssl s_client -connect mail.135mailtest.com:465 -starttls smtp