This worked for me

$config['smtp_server'] = 'ssl://mx.mydomain.tld';
$config['smtp_port'] = 465;
$config['smtp_user'] = '%u';
$config['smtp_pass'] = '%p';
$config['smtp_auth_type'] = 'LOGIN';

where

mx.mydomain.tld has a certificate created by LetsEncrypt and in /var/qmail/control/servercert.pem


On 10/9/2019 7:36 AM, r...@mattei.org wrote:
I will share my round as soon as I get home it was a little tricky to deal with 
the latest version.

Il giorno 9 ott 2019, alle ore 05:18, Tomasz Lachowicz <to...@larum.org.pl> ha 
scritto:

W dniu 09.10.2019 o 11:29, Eric Broch pisze:
On 10/9/2019 3:04 AM, Tomasz Lachowicz wrote:
i have the same problem.
smtp don't allow connection on port 143
Should it?
Of corz you have right - i write to fast ;)


i change smtp settings to ssl/tls on port 465 and its start working.
okay
Now I have a problem because roundcube can't connect to smtp on ssl version.
What version of roundcube an what do your settings look like?
Round cube 1.3.9
conifg

$config['default_host'] = 'localhost';
$config['smtp_server'] = 'tls://localhost';
$config['smtp_port'] = 465;
$config['smtp_user'] = '%u';
$config['smtp_pass'] = '%p';
$config['imap_auth_type'] ='DIGEST-MD5';

roundcube can't send any email. - i dont have any error - only message: sending 
message.

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