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WSO2 | Email Tutorial | Task completion failed: {"errorMessage":"Could not send e-mail in execution 35071","statusCode":406}

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I'm having an issue with following the WSO2 tutorial present here . I have followed every step and I've reached a point where I have a LeaveRequest process that will take a few input fields as a form in a user task (numberOfDays, startDate, vacationReason, employeeName) which is triggered by an admin user. Afterwards, a manager user will accept or reject this process. Additionally, if he waits for a certain amount of time, the manager will recieve an email reminding him to deal with pending tasks.

My current issue is that the manager user can reject the LeaveRequest, and wait for an indeterminate amount of time with everything working properly, the email is triggered and received in the configured account and he can reject the proposal with no concerns, and the admin receives the notification on his side to attempt and resend it.

However, if I try to accept the LeaveRequest and trigger an email (with a §{employeeName} variable, which I suspect but haven't been able to solve), it will crash.

The interface error: enter image description here

The console log:

        at org.activiti.engine.impl.bpmn.behavior.MailActivityBehavior.handleException(MailActivityBehavior.java:411)
        at org.activiti.engine.impl.bpmn.behavior.MailActivityBehavior.execute(MailActivityBehavior.java:107)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationActivityExecute.execute(AtomicOperationActivityExecute.java:60)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerStart.eventNotificationsCompleted(AtomicOperationTransitionNotifyListenerStart.java:52)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:58)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:51)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionCreateScope.execute(AtomicOperationTransitionCreateScope.java:49)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerTake.execute(AtomicOperationTransitionNotifyListenerTake.java:80)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionDestroyScope.execute(AtomicOperationTransitionDestroyScope.java:132)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerEnd.eventNotificationsCompleted(AtomicOperationTransitionNotifyListenerEnd.java:35)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:58)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:51)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.take(ExecutionEntity.java:462)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.take(ExecutionEntity.java:440)
        at org.activiti.engine.impl.bpmn.behavior.BpmnActivityBehavior.performOutgoingBehavior(BpmnActivityBehavior.java:140)
        at org.activiti.engine.impl.bpmn.behavior.BpmnActivityBehavior.performDefaultOutgoingBehavior(BpmnActivityBehavior.java:66)
        at org.activiti.engine.impl.bpmn.behavior.FlowNodeActivityBehavior.leave(FlowNodeActivityBehavior.java:55)
        at org.activiti.engine.impl.bpmn.behavior.FlowNodeActivityBehavior.execute(FlowNodeActivityBehavior.java:47)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationActivityExecute.execute(AtomicOperationActivityExecute.java:60)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerStart.eventNotificationsCompleted(AtomicOperationTransitionNotifyListenerStart.java:52)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:58)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionCreateScope.execute(AtomicOperationTransitionCreateScope.java:49)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerTake.execute(AtomicOperationTransitionNotifyListenerTake.java:80)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionDestroyScope.execute(AtomicOperationTransitionDestroyScope.java:132)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerEnd.eventNotificationsCompleted(AtomicOperationTransitionNotifyListenerEnd.java:35)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:58)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:51)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.take(ExecutionEntity.java:462)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.take(ExecutionEntity.java:440)
        at org.activiti.engine.impl.bpmn.behavior.ExclusiveGatewayActivityBehavior.leave(ExclusiveGatewayActivityBehavior.java:83)
        at org.activiti.engine.impl.bpmn.behavior.FlowNodeActivityBehavior.execute(FlowNodeActivityBehavior.java:47)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationActivityExecute.execute(AtomicOperationActivityExecute.java:60)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerStart.eventNotificationsCompleted(AtomicOperationTransitionNotifyListenerStart.java:52)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:58)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:51)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionCreateScope.execute(AtomicOperationTransitionCreateScope.java:49)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerTake.execute(AtomicOperationTransitionNotifyListenerTake.java:80)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionDestroyScope.execute(AtomicOperationTransitionDestroyScope.java:132)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AtomicOperationTransitionNotifyListenerEnd.eventNotificationsCompleted(AtomicOperationTransitionNotifyListenerEnd.java:35)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:58)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.pvm.runtime.AbstractEventAtomicOperation.execute(AbstractEventAtomicOperation.java:51)
        at org.activiti.engine.impl.interceptor.CommandContext.performOperation(CommandContext.java:97)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperationSync(ExecutionEntity.java:652)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.performOperation(ExecutionEntity.java:645)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.take(ExecutionEntity.java:462)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.take(ExecutionEntity.java:440)
        at org.activiti.engine.impl.bpmn.behavior.BpmnActivityBehavior.performOutgoingBehavior(BpmnActivityBehavior.java:140)
        at org.activiti.engine.impl.bpmn.behavior.BpmnActivityBehavior.performDefaultOutgoingBehavior(BpmnActivityBehavior.java:66)
        at org.activiti.engine.impl.bpmn.behavior.FlowNodeActivityBehavior.leave(FlowNodeActivityBehavior.java:55)
        at org.activiti.engine.impl.bpmn.behavior.AbstractBpmnActivityBehavior.leave(AbstractBpmnActivityBehavior.java:47)
        at org.activiti.engine.impl.bpmn.behavior.UserTaskActivityBehavior.signal(UserTaskActivityBehavior.java:228)
        at org.activiti.engine.impl.persistence.entity.ExecutionEntity.signal(ExecutionEntity.java:419)
        at org.activiti.engine.impl.persistence.entity.TaskEntity.complete(TaskEntity.java:203)
        at org.activiti.engine.impl.cmd.CompleteTaskCmd.execute(CompleteTaskCmd.java:52)
        at org.activiti.engine.impl.cmd.CompleteTaskCmd.execute(CompleteTaskCmd.java:24)
        at org.activiti.engine.impl.cmd.NeedsActiveTaskCmd.execute(NeedsActiveTaskCmd.java:59)
        at org.activiti.engine.impl.interceptor.CommandInvoker.execute(CommandInvoker.java:24)
        at org.activiti.engine.impl.interceptor.CommandContextInterceptor.execute(CommandContextInterceptor.java:57)
        at org.activiti.engine.impl.interceptor.LogInterceptor.execute(LogInterceptor.java:31)
        at org.activiti.engine.impl.cfg.CommandExecutorImpl.execute(CommandExecutorImpl.java:40)
        at org.activiti.engine.impl.cfg.CommandExecutorImpl.execute(CommandExecutorImpl.java:35)
        at org.activiti.engine.impl.TaskServiceImpl.complete(TaskServiceImpl.java:182)
        at org.wso2.carbon.bpmn.rest.service.runtime.WorkflowTaskService.completeTask(WorkflowTaskService.java:1340)
        at org.wso2.carbon.bpmn.rest.service.runtime.WorkflowTaskService.executeTaskAction(WorkflowTaskService.java:321)
        at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
        at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
        at java.base/jdk.internal.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
        at java.base/java.lang.reflect.Method.invoke(Method.java:566)
        at org.apache.cxf.service.invoker.AbstractInvoker.performInvocation(AbstractInvoker.java:179)
        at org.apache.cxf.service.invoker.AbstractInvoker.invoke(AbstractInvoker.java:96)
        at org.apache.cxf.jaxrs.JAXRSInvoker.invoke(JAXRSInvoker.java:193)
        at org.apache.cxf.jaxrs.JAXRSInvoker.invoke(JAXRSInvoker.java:103)
        at org.apache.cxf.interceptor.ServiceInvokerInterceptor$1.run(ServiceInvokerInterceptor.java:59)
        at org.apache.cxf.interceptor.ServiceInvokerInterceptor.handleMessage(ServiceInvokerInterceptor.java:96)
        at org.apache.cxf.phase.PhaseInterceptorChain.doIntercept(PhaseInterceptorChain.java:308)
        at org.apache.cxf.transport.ChainInitiationObserver.onMessage(ChainInitiationObserver.java:121)
        at org.apache.cxf.transport.http.AbstractHTTPDestination.invoke(AbstractHTTPDestination.java:267)
        at org.apache.cxf.transport.servlet.ServletController.invokeDestination(ServletController.java:234)
        at org.apache.cxf.transport.servlet.ServletController.invoke(ServletController.java:208)
        at org.apache.cxf.transport.servlet.ServletController.invoke(ServletController.java:160)
        at org.apache.cxf.transport.servlet.CXFNonSpringServlet.invoke(CXFNonSpringServlet.java:216)
        at org.apache.cxf.transport.servlet.AbstractHTTPServlet.handleRequest(AbstractHTTPServlet.java:301)
        at org.apache.cxf.transport.servlet.AbstractHTTPServlet.doPost(AbstractHTTPServlet.java:220)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:660)
        at org.apache.cxf.transport.servlet.AbstractHTTPServlet.service(AbstractHTTPServlet.java:276)
        at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:231)
        at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
        at org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:53)
        at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
        at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
        at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:202)
        at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:96)
        at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:490)
        at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:139)
        at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:92)
        at org.wso2.carbon.tomcat.ext.valves.CompositeValve.continueInvocation(CompositeValve.java:99)
        at org.wso2.carbon.tomcat.ext.valves.TomcatValveContainer.invokeValves(TomcatValveContainer.java:49)
        at org.wso2.carbon.tomcat.ext.valves.CompositeValve.invoke(CompositeValve.java:62)
        at org.wso2.carbon.tomcat.ext.valves.CarbonStuckThreadDetectionValve.invoke(CarbonStuckThreadDetectionValve.java:146)
        at org.apache.catalina.valves.AbstractAccessLogValve.invoke(AbstractAccessLogValve.java:678)
        at org.wso2.carbon.tomcat.ext.valves.CarbonContextCreatorValve.invoke(CarbonContextCreatorValve.java:57)
        at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:74)
        at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:343)
        at org.apache.coyote.http11.Http11Processor.service(Http11Processor.java:408)
        at org.apache.coyote.AbstractProcessorLight.process(AbstractProcessorLight.java:66)
        at org.apache.coyote.AbstractProtocol$ConnectionHandler.process(AbstractProtocol.java:853)
        at org.apache.tomcat.util.net.NioEndpoint$SocketProcessor.doRun(NioEndpoint.java:1587)
        at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:49)
        at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1128)
        at java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:628)
        at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61)
        at java.base/java.lang.Thread.run(Thread.java:834)
Caused by: org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.gmail.com:587
        at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1398)
        at org.apache.commons.mail.Email.send(Email.java:1423)
        at org.activiti.engine.impl.bpmn.behavior.MailActivityBehavior.execute(MailActivityBehavior.java:102)
        ... 176 more
Caused by: java.lang.ClassCastException: class org.apache.geronimo.javamail.handlers.TextPlainHandler cannot be cast to class javax.activation.DataContentHandler (org.apache.geronimo.javamail.handlers.TextPlainHandler is in unnamed module of loader org.wso2.carbon.webapp.mgt.loader.CarbonWebappClassLoader @7112a33e; javax.activation.DataContentHandler is in unnamed module of loader 'app')
        at javax.activation.MailcapCommandMap.getDataContentHandler(MailcapCommandMap.java:609)
        at javax.activation.MailcapCommandMap.createDataContentHandler(MailcapCommandMap.java:563)
        at javax.activation.DataHandler.getDataContentHandler(DataHandler.java:625)
        at javax.activation.DataHandler.writeTo(DataHandler.java:329)
        at javax.mail.internet.MimeUtility.getEncoding(MimeUtility.java:340)
        at javax.mail.internet.MimeBodyPart.updateHeaders(MimeBodyPart.java:1575)
        at javax.mail.internet.MimeMessage.updateHeaders(MimeMessage.java:2271)
        at javax.mail.internet.MimeMessage.saveChanges(MimeMessage.java:2231)
        at javax.mail.Transport.send(Transport.java:123)
        at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1388)
        ... 178 more

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