org.apache.commons.mail.EmailException

Sending the email to the following server failed : smtp.gmail.com:465


Samebug tips2

If you're using wiremock, configure your code to accept wiremock self-signed certificate or create a keystore and certificate that are trusted by your HTTP client and configure wiremock to use that

Set the 'mail.smtp.ssl.trust' system property to an smtp host, like 'smtp.gmail.com'.

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Solutions on the web175

Solution icon of googlegroups
via Google Groups by Stanimir Iliev, 1 year ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of stackoverflow
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of stackoverflow
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of web
via ksup.org by Unknown author, 1 year ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of web
via com.br by Unknown author, 1 year ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of github
via GitHub by oolso
, 1 year ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of github
via GitHub by Funalism
, 1 year ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of github
via GitHub by benwhicks
, 4 months ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of github
via GitHub by techxiu
, 6 months ago
Sending the email to the following server failed : smtp.gmail.com:465

Solution icon of github
via GitHub by arturek1666
, 8 months ago
Sending the email to the following server failed : smtp.gmail.com:465

Stack trace

  • org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.gmail.com:465 at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1410) at org.apache.commons.mail.Email.send(Email.java:1437) at sun.reflect.GeneratedMethodAccessor7.invoke(Unknown Source) at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source) at java.lang.reflect.Method.invoke(Unknown Source) at RJavaTools.invokeMethod(RJavaTools.java:386) Caused by: javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 465; nested exception is: javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2055) at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:697) at javax.mail.Service.connect(Service.java:386) at javax.mail.Service.connect(Service.java:245) at javax.mail.Service.connect(Service.java:194) at javax.mail.Transport.send0(Transport.java:253) at javax.mail.Transport.send(Transport.java:124) at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1400) ... 5 more Caused by: javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target at sun.security.ssl.Alerts.getSSLException(Unknown Source) at sun.security.ssl.SSLSocketImpl.fatal(Unknown Source) at sun.security.ssl.Handshaker.fatalSE(Unknown Source) at sun.security.ssl.Handshaker.fatalSE(Unknown Source) at sun.security.ssl.ClientHandshaker.serverCertificate(Unknown Source) at sun.security.ssl.ClientHandshaker.processMessage(Unknown Source) at sun.security.ssl.Handshaker.processLoop(Unknown Source) at sun.security.ssl.Handshaker.process_record(Unknown Source) at sun.security.ssl.SSLSocketImpl.readRecord(Unknown Source) at sun.security.ssl.SSLSocketImpl.performInitialHandshake(Unknown Source) at sun.security.ssl.SSLSocketImpl.startHandshake(Unknown Source) at sun.security.ssl.SSLSocketImpl.startHandshake(Unknown Source) at com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:543) at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:348) at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:215) at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2019) ... 12 more Caused by: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target at sun.security.validator.PKIXValidator.doBuild(Unknown Source) at sun.security.validator.PKIXValidator.engineValidate(Unknown Source) at sun.security.validator.Validator.validate(Unknown Source) at sun.security.ssl.X509TrustManagerImpl.validate(Unknown Source) at sun.security.ssl.X509TrustManagerImpl.checkTrusted(Unknown Source) at sun.security.ssl.X509TrustManagerImpl.checkServerTrusted(Unknown Source) ... 24 more Caused by: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target at sun.security.provider.certpath.SunCertPathBuilder.build(Unknown Source) at sun.security.provider.certpath.SunCertPathBuilder.engineBuild(Unknown Source) at java.security.cert.CertPathBuilder.build(Unknown Source) ... 30 more

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