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  1. Bitbucket Data Center
  2. BSERV-4730

Mail server does not support SMTPS

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      Using port 465 with Amazon AWS Simple Email Service (SES) or Gmail will have the following error:

      2014-05-15 14:23:16,462 ERROR [http-bio-7990-exec-6] jethomas 862x328x0 q0doku 0:0:0:0:0:0:0:1 "POST /admin/mail-server HTTP/1.1" stash.mail-log Mail sending failed. Please verify the mail server configuration and check the logs for details; recipient: <redacted>; subject: Stash - Test email for your SMTP configuration
      org.springframework.mail.MailSendException: Mail server connection failed; nested exception is javax.mail.MessagingException: Exception reading response;
        nested exception is:
      	java.net.SocketTimeoutException: Read timed out. Failed messages: javax.mail.MessagingException: Exception reading response;
        nested exception is:
      	java.net.SocketTimeoutException: Read timed out
      	at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:408) ~[spring-context-support-4.0.2.RELEASE.jar:4.0.2.RELEASE]
      	at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:346) ~[spring-context-support-4.0.2.RELEASE.jar:4.0.2.RELEASE]
      	at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:363) ~[spring-context-support-4.0.2.RELEASE.jar:4.0.2.RELEASE]
      	at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:351) ~[spring-context-support-4.0.2.RELEASE.jar:4.0.2.RELEASE]
      	at com.atlassian.stash.internal.mail.MailServiceImpl.sendMessageSynchronously(MailServiceImpl.java:203) [stash-service-impl-2.12.3.jar:na]
      	at com.atlassian.stash.internal.mail.MailServiceImpl.sendTest(MailServiceImpl.java:196) [stash-service-impl-2.12.3.jar:na]
      	at com.sun.proxy.$Proxy219.sendTest(Unknown Source) [na:na]
      	at com.atlassian.stash.internal.web.admin.MailServerConfigurationController.testSettings(MailServerConfigurationController.java:76) [MailServerConfigurationController.class:na]
      	at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:25) [applinks-plugin-4.1.1_1389474434000.jar:na]
      	at com.atlassian.stash.internal.spring.security.StashAuthenticationFilter.doFilter(StashAuthenticationFilter.java:92) [StashAuthenticationFilter.class:na]
      	at com.atlassian.stash.internal.web.auth.BeforeLoginPluginAuthenticationFilter.doInsideSpringSecurityChain(BeforeLoginPluginAuthenticationFilter.java:111) [BeforeLoginPluginAuthenticationFilter.class:na]
      	at com.atlassian.stash.internal.web.auth.BeforeLoginPluginAuthenticationFilter.doFilter(BeforeLoginPluginAuthenticationFilter.java:77) [BeforeLoginPluginAuthenticationFilter.class:na]
      	at com.atlassian.security.auth.trustedapps.filter.TrustedApplicationsFilter.doFilter(TrustedApplicationsFilter.java:100) [atlassian-trusted-apps-core-3.0.3.jar:na]
      	at com.atlassian.oauth.serviceprovider.internal.servlet.OAuthFilter.doFilter(OAuthFilter.java:61) [atlassian-oauth-service-provider-plugin-1.9.1_1387973162000.jar:na]
      	at com.atlassian.security.auth.trustedapps.filter.TrustedApplicationsFilter.doFilter(TrustedApplicationsFilter.java:100) [atlassian-trusted-apps-core-3.0.3.jar:na]
      	at com.atlassian.oauth.serviceprovider.internal.servlet.OAuthFilter.doFilter(OAuthFilter.java:61) [atlassian-oauth-service-provider-plugin-1.9.1_1387973162000.jar:na]
      	at com.atlassian.stash.internal.web.auth.BeforeLoginPluginAuthenticationFilter.doBeforeBeforeLoginFilters(BeforeLoginPluginAuthenticationFilter.java:89) [BeforeLoginPluginAuthenticationFilter.class:na]
      	at com.atlassian.stash.internal.web.auth.BeforeLoginPluginAuthenticationFilter.doFilter(BeforeLoginPluginAuthenticationFilter.java:75) [BeforeLoginPluginAuthenticationFilter.class:na]
      	at com.atlassian.stash.internal.request.DefaultRequestManager.doAsRequest(DefaultRequestManager.java:73) [stash-service-impl-2.12.3.jar:na]
      	at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1145) [na:1.7.0_55]
      	at java.lang.Thread.run(Thread.java:745) [na:1.7.0_55]
      	... 212 frames trimmed
      Caused by: javax.mail.MessagingException: Exception reading response
      	at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:2202) ~[mail-1.4.7.jar:1.4.7]
      	at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1939) ~[mail-1.4.7.jar:1.4.7]
      	at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:654) ~[mail-1.4.7.jar:1.4.7]
      	at javax.mail.Service.connect(Service.java:295) ~[mail-1.4.7.jar:1.4.7]
      	at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:397) ~[spring-context-support-4.0.2.RELEASE.jar:4.0.2.RELEASE]
      	... 21 common frames omitted
      Caused by: java.net.SocketTimeoutException: Read timed out
      	at java.net.SocketInputStream.socketRead0(Native Method) ~[na:1.7.0_55]
      	at java.net.SocketInputStream.read(SocketInputStream.java:152) ~[na:1.7.0_55]
      	at java.net.SocketInputStream.read(SocketInputStream.java:122) ~[na:1.7.0_55]
      	at com.sun.mail.util.TraceInputStream.read(TraceInputStream.java:124) ~[mail-1.4.7.jar:1.4.7]
      	at java.io.BufferedInputStream.fill(BufferedInputStream.java:235) ~[na:1.7.0_55]
      	at java.io.BufferedInputStream.read(BufferedInputStream.java:254) ~[na:1.7.0_55]
      	at com.sun.mail.util.LineInputStream.readLine(LineInputStream.java:89) ~[mail-1.4.7.jar:1.4.7]
      	at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:2182) ~[mail-1.4.7.jar:1.4.7]
      	... 25 common frames omitted
      

      Workaround

      Use port 587 (TLS) or 25 (SSL)

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              mstudman Michael Studman (Inactive)
              jethomas Jeff Thomas
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                Created:
                Updated:
                Resolved: