moved - thanks for the hintWrong forum. This is for Proxmox VE.
check the logs (journalctl -b ) there should be a message indicating where the problem is - search for a time when you tried sending to yahoohi
every one we have enable proxmox mail gateway with Zimbra for sending and receving our mail
but we can't send an email to yahoo if TLS is enable we can send email to gmail outlook ...
a connection timeout sounds odd - what's the output of:pmg postfix/smtp[19070]: SSL_connect error to mx-eu.mail.am0.yahoodns.net[188.125.72.74]:25: Connection timed out
openssl s_client -connect 188.125.72.74:25 -starttls smtp
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