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Email won't send after upgrading to Bamboo 5.10.3

David Mills Apr 10, 2016

We recently upgraded from Bamboo 5.9.1 to 5.10.3.  Since then we have not received any email notifications.  I checked the catalina.out file and found:

2016-04-11 11:48:24,095 ERROR [http-nio-8085-exec-23] [EmailService] Failed to send email

com.atlassian.mail.MailException: javax.mail.AuthenticationFailedException: No authentication mechanisms supported by both server and client
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(
at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(
at com.atlassian.bamboo.mail.EmailService.sendEmailSynchronously(
at com.atlassian.bamboo.mail.BambooMailer.send(
at com.atlassian.bamboo.ww2.actions.admin.mail.ConfigureMailServer.testSMTPServer(
at com.atlassian.bamboo.ww2.actions.admin.mail.ConfigureMailServer.doEdit(
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(
at sun.reflect.DelegatingMethodAccessorImpl.invoke(
at java.lang.reflect.Method.invoke(


The Stash server which is on the same host is still successfully sending emails.

I have tried No TSL, TSL, no password, password, etc. all to no avail.

7 answers

1 accepted

2 votes
Answer accepted
David Mills Apr 26, 2016

In our case we had cleared the username and password used to connect to the SMTP server so that we would use anonymous SMTP connections.  But it seems that to get this to take effect, Bamboo itself has to be restarted.

0 votes
Alexey Chystoprudov Atlassian Team Apr 10, 2016

Create support request at to get help from our support engineers

0 votes
David Mills Apr 10, 2016

Just found that atlassian-bamboo-5.9.1/atlassian-bamboo/WEB-INF/lib/mail-1.4.1.jar exists but atlassian-bamboo-5.10.3/atlassian-bamboo/WEB-INF/lib/mail-1.4.1.jar does not (nor any other version of the same).

Tried copying it in pace - but to no avail.

0 votes
Krystian Brazulewicz Atlassian Team Apr 10, 2016

Presence of a JAR is not an issue here. Bamboo-5.10.3 uses more recent version of javax.mail package and JAR file is now located in WEB-INF/lib/javax.mail-1.5.2.jar 

0 votes
Boris Alyurov Apr 26, 2016

Is there any solution to it? We liked to have email notifications

0 votes
Alexey Chystoprudov Atlassian Team Apr 26, 2016

@Boris Alyurov, please create support request at 

JavaMail was updated in Bamboo 5.10.3 from 2.4.1 to 2.5.12 and some clients had issues with Microsoft Exchange server access. Our support engineers will help you

0 votes
Boris Alyurov Apr 27, 2016

This is resolved now. We change the email configuration to use TLS. It would have been great if this gotcha issue was documented in the release note. 


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