Clarity Emails Do Not Send With SMTP With TLS Enabled
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Clarity Emails Do Not Send With SMTP With TLS Enabled


Article ID: 264245


Updated On:


Clarity PPM On Premise


SMTP with TLS does not work.

It does work with Powershell scripts.

The following error appears when debug logging is set as per article Enable email notification debug logging:

DEBUG 2022-03-25 01:18:18,471 [pool-8-thread-10] notification.NotificationEmailService (clarity:admin:session:none) Sending mail to:[email protected]
DEBUG 2022-03-25 01:18:21,573 [pool-14-thread-1] notification.MailMessage (none:none:none:none) MailMessage.send() Send failed
com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. h6-20020a056a00218600b004f65315bb37sm6048170pfi.13 - gsmtp
at com.sun.mail.smtp.SMTPTransport.issueSendCommand(
at com.sun.mail.smtp.SMTPTransport.mailFrom(
at com.sun.mail.smtp.SMTPTransport.sendMessage(
at javax.mail.Transport.send0(
at javax.mail.Transport.send(
at com.niku.union.notification.MailMessage.send(
at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(
at java.base/java.util.concurrent.ThreadPoolExecutor$
at java.base/
DEBUG 2022-03-25 01:18:21,573 [pool-14-thread-1] notification.MailMessage (none:none:none:none) send failed



Release : 15.9.1


Product Management designates this as an enhancement request.
Customers will need to join Product Management Office Hours/Innovation calls to increase the prioritization.


Additional Information

In the interim, the following workarounds/solutions can be implemented.

Cloud Environment Reference
Amazon (AWS)