[JIRA] (JENKINS-58813) Cannot send Email notification over office365 smtp with starttls has no effect

[t.krisztian95@gmail.com (JIRA)]

Krisztián Gyula Tóth created an issue

Jenkins / JENKINS-58813 Cannot send Email notification over office365 smtp with starttls has no effect Issue Type: Bug Assignee: Adrien Lecharpentier Components: mailer-plugin Created: 2019-08-05 13:21 Environment: Jenkins ver. 2.187, Ubuntu 18.04 Priority: Minor Reporter: Krisztián Gyula Tóth I migrated our Jenkins server from an Ubuntu 16.04 VPS to another 18.04. I installed Jenkins via apt on the new server first and then rsync all the files and config from the old one. Everything looks working fine. But, email notifications not.  SMTP server : smtp.office365.com Use SMTP Authentication : checked "User name" match with the "System Admin e-mail address" Use SSL : unchecked SMTP Port : 587 I modified the "/etc/default/jenkins" file, added line JAVA_ARGS="-Djava.awt.headless=true -Dmail.smtp.starttls.enable=true" But when I try to run "Test configuration" I got the given error message below: "Failed to send out e-mail" StackTrace java.net.SocketException: Connection closed by remote host at sun.security.ssl.SSLSocketImpl.checkWrite(SSLSocketImpl.java:1547) at sun.security.ssl.AppOutputStream.write(AppOutputStream.java:71) at com.sun.mail.util.TraceOutputStream.write(TraceOutputStream.java:114) at java.io.BufferedOutputStream.flushBuffer(BufferedOutputStream.java:82) at java.io.BufferedOutputStream.flush(BufferedOutputStream.java:140) at com.sun.mail.smtp.SMTPTransport.sendCommand(SMTPTransport.java:2104) Caused: javax.mail.MessagingException: Can't send command to SMTP host;   nested exception is: java.net.SocketException: Connection closed by remote host at com.sun.mail.smtp.SMTPTransport.sendCommand(SMTPTransport.java:2106) at com.sun.mail.smtp.SMTPTransport.sendCommand(SMTPTransport.java:2093) at com.sun.mail.smtp.SMTPTransport.close(SMTPTransport.java:1184) at javax.mail.Transport.send0(Transport.java:197) at javax.mail.Transport.send(Transport.java:124) at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:613) at java.lang.invoke.MethodHandle.invokeWithArguments(MethodHandle.java:627) at org.kohsuke.stapler.Function$MethodFunction.invoke(Function.java:396) at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:408) at org.kohsuke.stapler.interceptor.RequirePOST$Processor.invoke(RequirePOST.java:77) at org.kohsuke.stapler.PreInvokeInterceptedFunction.invoke(PreInvokeInterceptedFunction.java:26) at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:212) at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:145) at org.kohsuke.stapler.MetaClass$11.doDispatch(MetaClass.java:535) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:58) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:747) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:878) at org.kohsuke.stapler.MetaClass$4.doDispatch(MetaClass.java:280) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:58) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:747) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:878) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:676) at org.kohsuke.stapler.Stapler.service(Stapler.java:238) at javax.servlet.http.HttpServlet.service(HttpServlet.java:790) at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:873) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1623) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:154) at org.jenkinsci.plugins.ssegateway.Endpoint$SSEListenChannelFilter.doFilter(Endpoint.java:243) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151) at io.jenkins.blueocean.ResourceCacheControl.doFilter(ResourceCacheControl.java:134) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151) at io.jenkins.blueocean.auth.jwt.impl.JwtAuthenticationFilter.doFilter(JwtAuthenticationFilter.java:61) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151) at hudson.plugins.locale.LocaleFilter.doFilter(LocaleFilter.java:42) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151) at hudson.plugins.greenballs.GreenBallFilter.doFilter(GreenBallFilter.java:59) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151) at jenkins.telemetry.impl.UserLanguages$AcceptLanguageFilter.doFilter(UserLanguages.java:128) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151) at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:157) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1610) at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:99) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1610) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:84) at hudson.security.UnwrapSecurityExceptionFilter.doFilter(UnwrapSecurityExceptionFilter.java:51) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at jenkins.security.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:117) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.providers.anonymous.AnonymousProcessingFilter.doFilter(AnonymousProcessingFilter.java:125) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.rememberme.RememberMeProcessingFilter.doFilter(RememberMeProcessingFilter.java:142) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.ui.AbstractProcessingFilter.doFilter(AbstractProcessingFilter.java:271) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at jenkins.security.BasicHeaderProcessor.doFilter(BasicHeaderProcessor.java:93) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at org.acegisecurity.context.HttpSessionContextIntegrationFilter.doFilter(HttpSessionContextIntegrationFilter.java:249) at hudson.security.HttpSessionContextIntegrationFilter2.doFilter(HttpSessionContextIntegrationFilter2.java:67) at hudson.security.ChainedServletFilter$1.doFilter(ChainedServletFilter.java:87) at hudson.security.ChainedServletFilter.doFilter(ChainedServletFilter.java:90) at hudson.security.HudsonFilter.doFilter(HudsonFilter.java:171) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1610) at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1610) at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:82) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1610) at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1610) at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:540) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:146) at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:524) at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:132) at org.eclipse.jetty.server.handler.ScopedHandler.nextHandle(ScopedHandler.java:257) at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:1700) at org.eclipse.jetty.server.handler.ScopedHandler.nextHandle(ScopedHandler.java:255) at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1345) at org.eclipse.jetty.server.handler.ScopedHandler.nextScope(ScopedHandler.java:203) at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:480) at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:1667) at org.eclipse.jetty.server.handler.ScopedHandler.nextScope(ScopedHandler.java:201) at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1247) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:144) at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:132) at org.eclipse.jetty.server.Server.handle(Server.java:505) at org.eclipse.jetty.server.HttpChannel.handle(HttpChannel.java:370) at org.eclipse.jetty.server.HttpConnection.onFillable(HttpConnection.java:267) at org.eclipse.jetty.io.AbstractConnection$ReadCallback.succeeded(AbstractConnection.java:305) at org.eclipse.jetty.io.FillInterest.fillable(FillInterest.java:103) at org.eclipse.jetty.io.ChannelEndPoint$2.run(ChannelEndPoint.java:117) at org.eclipse.jetty.util.thread.strategy.EatWhatYouKill.runTask(EatWhatYouKill.java:333) at org.eclipse.jetty.util.thread.strategy.EatWhatYouKill.doProduce(EatWhatYouKill.java:310) at org.eclipse.jetty.util.thread.strategy.EatWhatYouKill.tryProduce(EatWhatYouKill.java:168) at org.eclipse.jetty.util.thread.strategy.EatWhatYouKill.run(EatWhatYouKill.java:126) at org.eclipse.jetty.util.thread.ReservedThreadExecutor$ReservedThread.run(ReservedThreadExecutor.java:366) at org.eclipse.jetty.util.thread.QueuedThreadPool.runJob(QueuedThreadPool.java:698) at org.eclipse.jetty.util.thread.QueuedThreadPool$Runner.run(QueuedThreadPool.java:804) at java.lang.Thread.run(Thread.java:748) What I tried to do: Restart Jenkins multiple times (Through GUI and from command line as well) Add line "JENKINS_JAVA_OPTIONS="-Dmail.smtp.starttls.enable=true"" to "/etc/default/jenkins" Under Script Console run command "System.setProperty("mail.smtp.starttls.enable","true")" Try enable and disable SSL and port 467   So, the settings under E-mail notification section are all the same as on the old server with version 2.176.2.     Add Comment

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[t.krisztian95@gmail.com (JIRA)]

Krisztián Gyula Tóth updated an issue

Jenkins / JENKINS-58813 Cannot send Email notification over office365 smtp with starttls has no effect

Change By: Krisztián Gyula Tóth

I migrated our Jenkins server from an Ubuntu 16.04 VPS to another 18.04. I installed Jenkins via apt on the new server first and then rsync all the files and config from the old one. Everything looks working fine. But, email notifications not.

*  SMTP server : smtp.office365.com * Use SMTP Authentication : checked ** "User name" match with the "System Admin e-mail address" * Use SSL : unchecked * SMTP Port : 587

I modified the "/etc/default/jenkins" file, added line

* JAVA_ARGS="-Djava.awt.headless=true -Dmail.smtp.starttls.enable=true"

But when I try to run "Test configuration" I got the given error message below: "Failed to send out e-mail"

h3. {color:# FF0000 ff0000 }StackTrace{color} {code:java}

{code} What I tried to do too : * Restart Jenkins multiple times (Through GUI and from command line as well) * Add line "JENKINS_JAVA_OPTIONS="-Dmail.smtp.starttls.enable=true"" to "/etc/default/jenkins" * Under Script Console run command "System.setProperty("mail.smtp.starttls.enable","true")" * Try enable and disable SSL and change port 467   So, the settings under the E-mail notification section are all the same as on the old server with Jenkins version 2.176.2. For me it looks like the "-Dmail.smtp.starttls.enable=true" has no effect or maybe this line looks interesting for me at the stack trace "at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:99)". What could cause the problem?

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[t.krisztian95@gmail.com (JIRA)]

Krisztián Gyula Tóth commented on JENKINS-58813

Re: Cannot send Email notification over office365 smtp with starttls has no effect Somehow I got the emails to my inbox now.  I restarted Jenkins and both the host machine several times and updated Jenkins version too. But when I test email configuration by 'Test configuration by sending test e-mail' from Manage Jenkins > Configure System > E-mail notification section. I've got the following error below: javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful [AM0PR0202CA0008.eurprd02.prod.outlook.com] at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:809) at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:752) at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:669) at javax.mail.Service.connect(Service.java:317) at javax.mail.Service.connect(Service.java:176) at javax.mail.Service.connect(Service.java:125) at javax.mail.Transport.send0(Transport.java:194) at javax.mail.Transport.send(Transport.java:124) at hudson.tasks.Mailer$DescriptorImpl.doSendTestMail(Mailer.java:671) at java.lang.invoke.MethodHandle.invokeWithArguments(MethodHandle.java:627) at org.kohsuke.stapler.Function$MethodFunction.invoke(Function.java:396) at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:408) at org.kohsuke.stapler.interceptor.RequirePOST$Processor.invoke(RequirePOST.java:77) at org.kohsuke.stapler.PreInvokeInterceptedFunction.invoke(PreInvokeInterceptedFunction.java:26) at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:212) at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:145) at org.kohsuke.stapler.MetaClass$11.doDispatch(MetaClass.java:535) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:58) ... My thought was about why the emails arrive despite test fails it's because I use the 'Extended E-mail Notification' plugin in my Jobs but the 'E-mail notification' still looks like not working.

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[paul@zot.org (JIRA)]

Paul Morahan commented on JENKINS-58813

Re: Cannot send Email notification over office365 smtp with starttls has no effect

I had exactly the same problem with the same stack trace, same Jenkins version, and same configuration steps, and it required two things to fix it: 1) upgrading the Mailer plugin from v1.24 to v1.28 2) the sysadmin email address MUST match the sending SMTP user. I tried making it another valid user on the same domain, but that didn't work. A lot of people online say that it just needs to be another valid account, but from what I could see, it didn't work until they matched. So now I have a 'noreply' user as the system admin's email address in Jenkins

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[tommy@sparber.net (JIRA)]

Tommy Sparber commented on JENKINS-58813

Re: Cannot send Email notification over office365 smtp with starttls has no effect

This should be fixed with the PR 67 once it is approved, merged and released.

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[mesika.guy@gmail.com (JIRA)]

Guy Mesika commented on JENKINS-58813

Re: Cannot send Email notification over office365 smtp with starttls has no effect

Has the same issue exactly upgrade the mailer plugin to 1.29

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[rakeshcse590@gmail.com (JIRA)]

Rakesh S updated an issue

Jenkins / JENKINS-58813

Cannot send Email notification over office365 smtp with starttls has no effect

Change By: Rakesh S Attachment: jenkinsError.png

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[rakeshcse590@gmail.com (JIRA)]

Rakesh S updated an issue

Jenkins / JENKINS-58813 Cannot send Email notification over office365 smtp with starttls has no effect

Change By: Rakesh S Attachment: jenkinsError2.JPG

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[rakeshcse590@gmail.com (JIRA)]

Rakesh S commented on JENKINS-58813

Re: Cannot send Email notification over office365 smtp with starttls has no effect hi Guy Mesika/Adrien Lecharpentier, I am working on windows 7 machine, i have configured below but still getting the same error  extended email notification with smtp.office365.com, unchecked SSl, Port 587 upgraded mailer plug in to 1.29  added -Dmail.smtp.starttls.enable=true to JAVA_HOME arguments in jenkins.xml file  When I am checking "Test configuration by sending test e-mail" getting error message as "javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful [BMXPR01CA0071.INDPRD01.PROD.OUTLOOK.COM]" Attached the screenshots   Thanks, Rakesh

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[rakeshcse590@gmail.com (JIRA)]

Rakesh S edited a comment on JENKINS-58813

Re: Cannot send Email notification over office365 smtp with starttls has no effect

hi [~gmesika]/[~alecharp],

I am working on windows 7 machine, i have configured below but still getting the same error

# extended email notification with smtp.office365.com, unchecked SSl, Port 587 # upgraded mailer plug in to 1.29  # added -Dmail.smtp.starttls.enable=true to JAVA_HOME arguments in jenkins.xml file

When I am checking "Test configuration by sending test e-mail" getting error message as "javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful [BMXPR01CA0071.INDPRD01.PROD.OUTLOOK.COM]"

!jenkinsError.png!!jenkinsError2.JPG! Attached the screenshots . Could you please help.   Thanks, Rakesh

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