> On Jun 18, 2024, at 2:45 PM, Noel Jones via Postfix-users 
> <postfix-users@postfix.org> wrote:
> 
> 
>> On Jun 18, 2024, at 2:30 PM, Paul Schmehl via Postfix-users 
>> <postfix-users@postfix.org> wrote:
>> 
>> So, here is what I now have configued in roundcube:
>> 
>> $config['smtp_host'] = 'tls://mail.stovebolt.com:465';
>> $config['smtp_auth_type'] = 'PLAIN';
>> $config['smtp_user'] = '%u';
>> $config['smtp_pass'] = '%p’;
>> 
> 
> When sending to port 465 with wrapper mode, you need to use 
> ssl://mail.stovebolt.com:465
> 
> ie. ssl: instead of tls:

When I change it to ssl:// I get Authentication failed

RC smtp log

[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Connecting to 
ssl://mail.stovebolt.com:465...
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 220 mail.stovebolt.com ESMTP 
Postfix
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Send: EHLO www.stovebolt.com
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-mail.stovebolt.com
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-PIPELINING
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-SIZE 900000000
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-VRFY
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-ETRN
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-ENHANCEDSTATUSCODES
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-8BITMIME
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-DSN
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250-SMTPUTF8
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 250 CHUNKING
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Send: QUIT
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> Recv: 221 2.0.0 Bye

RC errors log

[18-Jun-2024 14:53:32 -0500]: <okdvddsf> PHP Error: SMTP server does not 
support authentication (POST 
/webmail/?_task=mail&_unlock=loading1718740412272&_framed=1&_action=send)
[18-Jun-2024 14:53:32 -0500]: <okdvddsf> SMTP Error: Authentication failure: 
mail.stovebolt.com
PIPELINING
SIZE 900000000
VRFY
ETRN
ENHANCEDSTATUSCODES
8BITMIME
DSN
SMTPUTF8
CHUNKING (Code: 250) in /var/www/html/webmail/program/lib/Roundcube/rcube.php 
on line 1794 (POST 
/webmail/?_task=mail&_unlock=loading1718740412272&_framed=1&_action=send)

Postfix log

Jun 18 15:53:32 ded602 postfix/smtpd[12598]: connect from 
stovebolt.com[108.174.193.28]
Jun 18 15:53:32 ded602 postfix/smtpd[12598]: setting up TLS connection from 
stovebolt.com[108.174.193.28]
Jun 18 15:53:32 ded602 postfix/smtpd[12598]: stovebolt.com[108.174.193.28]: TLS 
cipher list 
"aNULL:-aNULL:HIGH:MEDIUM:!SEED:!IDEA:!3DES:!RC2:!RC4:!RC5:!kDH:!kECDH:!aDSS:!MD5:+RC4:@STRENGTH"
Jun 18 15:53:32 ded602 postfix/smtpd[12598]: stovebolt.com[108.174.193.28]: 
Issuing session ticket, key expiration: 1718742211
Jun 18 15:53:32 ded602 postfix/smtpd[12598]: Anonymous TLS connection 
established from stovebolt.com[108.174.193.28]: TLSv1.2 with cipher 
ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits)
Jun 18 15:53:32 ded602 postfix/smtpd[12598]: disconnect from 
stovebolt.com[108.174.193.28] ehlo=1 quit=1 commands=2

Paul Schmehl
paul.schm...@gmail.com
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