I have successfully integrated the latest Active directory plugin (Version 2.16) with latest Jenkins (Jenkins ver. 2.176.1) and it is working fine for all other users. But it is giving AuthenticationNotSupportedException only for one specific user. I have checked for the details in AD for this user and it is the same as another normal AD user who is able to login to Jenkins.

Kindly let me know if I am missing any configuration settings. Attached my configurations for reference.

Below is the detailed error message:

Failed to test the validity of the user name wmdbde

javax.naming.AuthenticationNotSupportedException: [LDAP: error code 8 - 00002028: LdapErr: DSID-0C090256, comment: The server requires binds to turn on integrity checking if SSL\TLS are not already active on the connection, data 0, v3839]
at com.sun.jndi.ldap.LdapReferralContext.<init>(LdapReferralContext.java:96)
at com.sun.jndi.ldap.LdapReferralException.getReferralContext(LdapReferralException.java:151)
at com.sun.jndi.ldap.LdapCtx.c_getAttributes(LdapCtx.java:1357)
at com.sun.jndi.toolkit.ctx.ComponentDirContext.p_getAttributes(ComponentDirContext.java:235)
at com.sun.jndi.toolkit.ctx.PartialCompositeDirContext.getAttributes(PartialCompositeDirContext.java:141)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider.recursiveGroupLookup(ActiveDirectoryUnixAuthenticationProvider.java:780)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider.resolveGroups(ActiveDirectoryUnixAuthenticationProvider.java:717)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider.access$500(ActiveDirectoryUnixAuthenticationProvider.java:85)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider$1.call(ActiveDirectoryUnixAuthenticationProvider.java:420)
Caused: org.acegisecurity.BadCredentialsException: Failed to retrieve user information for wmdbde; nested exception is javax.naming.AuthenticationNotSupportedException: [LDAP: error code 8 - 00002028: LdapErr: DSID-0C090256, comment: The server requires binds to turn on integrity checking if SSL\TLS are not already active on the connection, data 0, v3839]
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider$1.call(ActiveDirectoryUnixAuthenticationProvider.java:447)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider$1.call(ActiveDirectoryUnixAuthenticationProvider.java:340)
at com.google.common.cache.LocalCache$LocalManualCache$1.load(LocalCache.java:4767)
at com.google.common.cache.LocalCache$LoadingValueReference.loadFuture(LocalCache.java:3568)
at com.google.common.cache.LocalCache$Segment.loadSync(LocalCache.java:2350)
at com.google.common.cache.LocalCache$Segment.lockedGetOrLoad(LocalCache.java:2313)
at com.google.common.cache.LocalCache$Segment.get(LocalCache.java:2228)
at com.google.common.cache.LocalCache.get(LocalCache.java:3965)
at com.google.common.cache.LocalCache$LocalManualCache.get(LocalCache.java:4764)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider.retrieveUser(ActiveDirectoryUnixAuthenticationProvider.java:340)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider.retrieveUser(ActiveDirectoryUnixAuthenticationProvider.java:303)
at hudson.plugins.active_directory.ActiveDirectoryUnixAuthenticationProvider.retrieveUser(ActiveDirectoryUnixAuthenticationProvider.java:225)
at hudson.plugins.active_directory.AbstractActiveDirectoryAuthenticationProvider.loadUserByUsername(AbstractActiveDirectoryAuthenticationProvider.java:55)
at hudson.plugins.active_directory.ActiveDirectorySecurityRealm.loadUserByUsername(ActiveDirectorySecurityRealm.java:866)
at org.jenkinsci.plugins.matrixauth.AuthorizationContainerDescriptor.doCheckName_(AuthorizationContainerDescriptor.java:140)
at hudson.security.GlobalMatrixAuthorizationStrategy$DescriptorImpl.doCheckName(GlobalMatrixAuthorizationStrategy.java:222)
at java.lang.invoke.MethodHandle.invokeWithArguments(MethodHandle.java:627)
at org.kohsuke.stapler.Function$MethodFunction.invoke(Function.java:396)
at org.kohsuke.stapler.Function$InstanceFunction.invoke(Function.java:408)
at org.kohsuke.stapler.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.auth.jwt.impl.JwtAuthenticationFilter.doFilter(JwtAuthenticationFilter.java:61)
at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:151)
at org.jenkinsci.plugins.ssegateway.Endpoint$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 net.bull.javamelody.MonitoringFilter.doFilter(MonitoringFilter.java:239)
at net.bull.javamelody.MonitoringFilter.doFilter(MonitoringFilter.java:215)
at net.bull.javamelody.PluginMonitoringFilter.doFilter(PluginMonitoringFilter.java:88)
at org.jvnet.hudson.plugins.monitoring.HudsonMonitoringFilter.doFilter(HudsonMonitoringFilter.java:114)
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:105)
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$CachedChain.doFilter(ServletHandler.java:1610)
at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:540)
at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:146)
at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:524)
at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:132)
at org.eclipse.jetty.server.handler.ScopedHandler.nextHandle(ScopedHandler.java:257)
at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:1701)
at org.eclipse.jetty.server.handler.ScopedHandler.nextHandle(ScopedHandler.java:255)
at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1345)
at org.eclipse.jetty.server.handler.ScopedHandler.nextScope(ScopedHandler.java:203)
at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:480)
at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:1668)
at org.eclipse.jetty.server.handler.ScopedHandler.nextScope(ScopedHandler.java:201)
at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1247)
at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:144)
at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:132)
at org.eclipse.jetty.server.Server.handle(Server.java:502)
at org.eclipse.jetty.server.HttpChannel.handle(HttpChannel.java:370)
at org.eclipse.jetty.server.HttpConnection.onFillable(HttpConnection.java:267)
at org.eclipse.jetty.io.AbstractConnection$ReadCallback.succeeded(AbstractConnection.java:305)
at org.eclipse.jetty.io.FillInterest.fillable(FillInterest.java:103)
at org.eclipse.jetty.io.ssl.SslConnection$DecryptedEndPoint.onFillable(SslConnection.java:427)
at org.eclipse.jetty.io.ssl.SslConnection.onFillable(SslConnection.java:321)
at org.eclipse.jetty.io.ssl.SslConnection$2.succeeded(SslConnection.java:159)
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:765)
at org.eclipse.jetty.util.thread.QueuedThreadPool$2.run(QueuedThreadPool.java:683)
at java.lang.Thread.run(Thread.java:748)