Clicking on validate settings and pointing via SSL to our JIRA server results in :

A problem occurred while processing the request. Please check our bug tracker to see if a similar problem has already been reported. If it is already reported, please vote and put a comment on it to let us gauge the impact of the problem. If you think this is a new issue, please file a new issue. When you file an issue, make sure to add the entire stack trace, along with the version of Jenkins and relevant plugins. The users list might be also useful in understanding what has happened.

Stack trace

java.lang.NullPointerException at hudson.plugins.jira.JiraSite$DescriptorImpl.doValidate(JiraSite.java:783) at java.lang.invoke.MethodHandle.invokeWithArguments(MethodHandle.java:627) at org.kohsuke.stapler.Function$MethodFunction.invoke(Function.java:343) at org.kohsuke.stapler.Function.bindAndInvoke(Function.java:184) at org.kohsuke.stapler.Function.bindAndInvokeAndServeResponse(Function.java:117) at org.kohsuke.stapler.MetaClass$1.doDispatch(MetaClass.java:129) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:58) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:715) Caused: javax.servlet.ServletException at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:765) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:845) at org.kohsuke.stapler.MetaClass$5.doDispatch(MetaClass.java:248) at org.kohsuke.stapler.NameBasedDispatcher.dispatch(NameBasedDispatcher.java:58) at org.kohsuke.stapler.Stapler.tryInvoke(Stapler.java:715) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:845) at org.kohsuke.stapler.Stapler.invoke(Stapler.java:649) at org.kohsuke.stapler.Stapler.service(Stapler.java:238) at javax.servlet.http.HttpServlet.service(HttpServlet.java:790) at org.eclipse.jetty.servlet.ServletHolder.handle(ServletHolder.java:812) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1669) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:135) at org.jenkinsci.plugins.ssegateway.Endpoint$SSEListenChannelFilter.doFilter(Endpoint.java:225) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at io.jenkins.blueocean.auth.jwt.impl.JwtAuthenticationFilter.doFilter(JwtAuthenticationFilter.java:51) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at com.smartcodeltd.jenkinsci.plugin.assetbundler.filters.LessCSS.doFilter(LessCSS.java:47) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at io.jenkins.blueocean.ResourceCacheControl.doFilter(ResourceCacheControl.java:134) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at net.bull.javamelody.MonitoringFilter.doFilter(MonitoringFilter.java:232) at net.bull.javamelody.MonitoringFilter.doFilter(MonitoringFilter.java:209) at net.bull.javamelody.PluginMonitoringFilter.doFilter(PluginMonitoringFilter.java:88) at org.jvnet.hudson.plugins.monitoring.HudsonMonitoringFilter.doFilter(HudsonMonitoringFilter.java:113) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at hudson.plugins.audit_trail.AuditTrailFilter.doFilter(AuditTrailFilter.java:95) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at jenkins.metrics.impl.MetricsFilter.doFilter(MetricsFilter.java:125) at hudson.util.PluginServletFilter$1.doFilter(PluginServletFilter.java:132) at hudson.util.PluginServletFilter.doFilter(PluginServletFilter.java:138) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1652) at hudson.security.csrf.CrumbFilter.doFilter(CrumbFilter.java:49) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1652) 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:92) 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:1652) at org.kohsuke.stapler.compression.CompressionFilter.doFilter(CompressionFilter.java:49) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1652) at hudson.util.CharacterEncodingFilter.doFilter(CharacterEncodingFilter.java:82) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1652) at org.kohsuke.stapler.DiagnosticThreadNameFilter.doFilter(DiagnosticThreadNameFilter.java:30) at org.eclipse.jetty.servlet.ServletHandler$CachedChain.doFilter(ServletHandler.java:1652) at org.eclipse.jetty.servlet.ServletHandler.doHandle(ServletHandler.java:585) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:143) at org.eclipse.jetty.security.SecurityHandler.handle(SecurityHandler.java:553) at org.eclipse.jetty.server.session.SessionHandler.doHandle(SessionHandler.java:223) at org.eclipse.jetty.server.handler.ContextHandler.doHandle(ContextHandler.java:1127) at org.eclipse.jetty.servlet.ServletHandler.doScope(ServletHandler.java:515) at org.eclipse.jetty.server.session.SessionHandler.doScope(SessionHandler.java:185) at org.eclipse.jetty.server.handler.ContextHandler.doScope(ContextHandler.java:1061) at org.eclipse.jetty.server.handler.ScopedHandler.handle(ScopedHandler.java:141) at org.eclipse.jetty.server.handler.HandlerWrapper.handle(HandlerWrapper.java:97) at org.eclipse.jetty.server.Server.handle(Server.java:499) at org.eclipse.jetty.server.HttpChannel.handle(HttpChannel.java:311) at org.eclipse.jetty.server.HttpConnection.onFillable(HttpConnection.java:257) at org.eclipse.jetty.io.AbstractConnection$2.run(AbstractConnection.java:544) at winstone.BoundedExecutorService$1.run(BoundedExecutorService.java:77) at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1149) at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:624) at java.lang.Thread.run(Thread.java:748)

This may be related to 

https://issues.jenkins-ci.org/browse/JENKINS-46452