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  1. ,
    Expert tip

    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

  2. ,
    via Stack Overflow by carlos

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

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java.security.cert.CertificateException: Certificates does not conform to algorithm constraints
sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target	at sun.security.provider.certpath.SunCertPathBuilder.build(SunCertPathBuilder.java:141)	at sun.security.provider.certpath.SunCertPathBuilder.engineBuild(SunCertPathBuilder.java:126)	at java.security.cert.CertPathBuilder.build(CertPathBuilder.java:280)	at sun.security.validator.PKIXValidator.doBuild(PKIXValidator.java:382)	at sun.security.validator.PKIXValidator.engineValidate(PKIXValidator.java:292)	at sun.security.validator.Validator.validate(Validator.java:260)	at sun.security.ssl.X509TrustManagerImpl.validate(X509TrustManagerImpl.java:324)	at sun.security.ssl.X509TrustManagerImpl.checkTrusted(X509TrustManagerImpl.java:229)	at sun.security.ssl.X509TrustManagerImpl.checkServerTrusted(X509TrustManagerImpl.java:124)	at sun.security.ssl.ClientHandshaker.serverCertificate(ClientHandshaker.java:1491)	at sun.security.ssl.ClientHandshaker.processMessage(ClientHandshaker.java:216)	at sun.security.ssl.Handshaker.processLoop(Handshaker.java:979)	at sun.security.ssl.Handshaker.process_record(Handshaker.java:914)	at sun.security.ssl.SSLSocketImpl.readRecord(SSLSocketImpl.java:1062)	at sun.security.ssl.SSLSocketImpl.performInitialHandshake(SSLSocketImpl.java:1375)	at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1403)	at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1387)	at sun.net.www.protocol.https.HttpsClient.afterConnect(HttpsClient.java:559)	at sun.net.www.protocol.https.AbstractDelegateHttpsURLConnection.connect(AbstractDelegateHttpsURLConnection.java:185)	at sun.net.www.protocol.http.HttpURLConnection.getOutputStream0(HttpURLConnection.java:1283)	at sun.net.www.protocol.http.HttpURLConnection.getOutputStream(HttpURLConnection.java:1258)	at sun.net.www.protocol.https.HttpsURLConnectionImpl.getOutputStream(HttpsURLConnectionImpl.java:250)	at com.microsoft.aad.adal4j.AdalOAuthRequest.configureHeaderAndExecuteOAuthCall(AdalOAuthRequest.java:117)	at com.microsoft.aad.adal4j.AdalOAuthRequest.send(AdalOAuthRequest.java:72)	at com.microsoft.aad.adal4j.AdalTokenRequest.executeOAuthRequestAndProcessResponse(AdalTokenRequest.java:72)	at com.microsoft.aad.adal4j.AuthenticationContext.acquireTokenCommon(AuthenticationContext.java:769)	at com.microsoft.aad.adal4j.AuthenticationContext.access$100(AuthenticationContext.java:63)	at com.microsoft.aad.adal4j.AuthenticationContext$1.call(AuthenticationContext.java:130)	at com.microsoft.aad.adal4j.AuthenticationContext$1.call(AuthenticationContext.java:119)	at com.purato.util.concurrent.RequestScopeSupplyingExecutorService$CallableWrapper.call(RequestScopeSupplyingExecutorService.java:40)	at java.util.concurrent.FutureTask.run(FutureTask.java:266)	at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1142)	at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:617)	at java.lang.Thread.run(Thread.java:745)