sendemail trough exchange server smtp ssl / starttls problem

[rezatbaher]

when i try to send 50 emails using sendemail i get this log in a random number . command im using is this : sendemail -l email.log
-f "[email protected]"
-u "Automatic email"
-t "[email protected]"
-s "smtp.mailserver.com:587"
-o tls=yes
-xu "username"
-xp "password"
-o message-file="tempemailbody.txt"

with gmail and postfix there is no such problem . this is not because of network , i did netcat to exchange server and even telnet to verify before sending each email but happened again . ERROR => TLS setup failed: SSL connect attempt failed error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

sending email using ssmtp has no problem with exchange server

[fredzannarbor]

There are several versions of TLS and earlier ones have security flaws which means that they are deprecated. I would check to see what TLS is required / used in each of these environments.

On Mon, Aug 26, 2019 at 2:54 AM rezatbaher [email protected] wrote:

when i try to send 50 emails using sendemail i get this log in a random number . command im using is this : sendemail -l email.log -f "[email protected]" -u "Automatic email" -t "[email protected]" -s "smtp.mailserver.com:587" -o tls=yes -xu "username" -xp "password" -o message-file="tempemailbody.txt"

with gmail and postfix there is no such problem . this is not because of network , i did netcat to exchange server and even telnet to verify before sending each email but happened again . ERROR => TLS setup failed: SSL connect attempt failed error:1416F086:SSL routines:tls_process_server_certificate:certificate verify failed

sending email using ssmtp has no problem with exchange server

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[pranavkinicok]

I cant even send single mail Command that I used is :- senemail -f **@gmail.com -t **@gmail.com -m "test" -xu "username" -xp "password"

The output that I get is:- Connection refused =>