Adding Yandex SMTP error TLS handshake failed

RouterOS General
1

Hello.

I'm setting up SMTP from Yandex.

> /tool e-mail print
server: smtp.yandex.ru
port: 587
tls: yes
vrf: main
from: set@yandex.ru
user: set@yandex.ru
password: p3fflsdf9849875jghidjg
last-status: failed

The letter is not sent, I see in the logs:

Error sending e-mail <my test mail.>: TLS handshake failed

How to fix it?

1 Like
2

You could try in tls setting set it to starttls.
Some SMTP servers start without TLS until the STARTTLS command, then TLS communication starts.

Also, some SMTP servers use different ports, so check how it should be set for your SMTP server. 465

This is in the manual:
Whether to use TLS encryption:

  • yes - sends STARTTLS and drops the session if TLS is not available on the server
  • no - do not send STARTTLS
  • starttls - sends STARTTLS and continue without TLS if a server responds that TLS is not available
3

parameters are correct.

smtp.yandex.ru or 77.88.21.158

port 587

It's probably an issue with the SSL on the Mikrotik, something Yandex Mail doesn't like.

4

I tried using smtp.gmail.com

> /tool e-mail print
server:smtp.gmail.com
port: 587
tls: yes
Error

Error sending e-mail <my test mail.>: TLS handshake failed

5

I reconfigured it like this and it works now.

> /tool e-mail print
       server: 142.250.102.109      
         port: 587                  
          tls: starttls             
          vrf: main                 
         from: set@gmail.com
         user: set@gmail.com
     password: sdkjfhekj98347598345jehg 
  last-status: succeeded