SMTP Mail Message: An error occurred while attempting to establish an SSL or TLS connection

[tadakamallar (Rakhee Tadakamalla)]

I am facing a peculiar error while sending email via SMTP. I could send email while testing on my windows machine, but when I run the process from orchestrator on test windows server I get the below error. Any inputs are much appreciated.

I tried below links to trouble shoot, Anti virus is active on test server and my windows machine.

An error occurred while attempting to establish an SSL or TLS connection during using SMTP or IMAP

which version of UiPath you are using ? Try wiht port 587 Set startTLS option in “options” under properties. Also, check if you are able to succesfully test telnet to that host and port telnet hostname port Thanks, Arun

We tried sending email via port 25 from test server, it went through without issue, but error occurs when sending via UiPath SMTP activity.

Send SMTP Mail Message: No connection could be made because the target machine actively refused it <ip number>

Either way you are blocked by a firewall, or the 465 port you are using is the wrong port or your smtp address is wrong Contact your provider or sytem admin for correct smtp settings and if you are not blocked by a firewall. Note: don’t put ipadresses or any sensitive information on public forums.

[kumar.varun2 (Varun Kumar)]

@ovidiuponoran please intervene

[ovidiuponoran]

@ovidiu.iliescu can you please advise?

[jvanmarion (Jeroen van Marion)]

@tadakamallar are you able to test it on your windows server? (without usage of orchestrator)
What are the differences within the mailapplication between your windows machine and the test server? Is the mailapplication and SSL certificates installed on the server and valid?

Check the eventviewer on the windows test server to see if you can find better errors on the issue

edit: also check this post about TLS on your server.

jstedfast/MailKit/blob/master/FAQ.md#SslHandshakeException

can you give us more information of how you are trying to run it?