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Is the smtp-setting in mailshield correct?Try"SMTP" "587" "TLS"and"SMTP" "25" "TLS"in mailshield. If it is not there, add it.Leave TB to 25, no SLL, no TLS, sec auth checked.One of the above should work
587 SSL doesn't exist, port 587 can use either no encryption or TLS . If you want to use ssl on smtp, use port 465.
Then change it to TLS using the drop down menu, see image example of the drop down list.