CANT SEND EMAILS FROM SERVICE DESK PLUS V8 -MSP

CANT SEND EMAILS FROM SERVICE DESK PLUS V8 -MSP

I have a Service Desk Plus v8 - MSP setup.

My tickets are created from incoming emails so I can tell my incoming mail is working fine.

Problem is that I am not able to send replies to a requester from Service Desk.

Notifications are not sent also from service desk.

I have tested my SMTP relay using the command below and I received the email in my mail box.

" Send-MailMessage –From user@domain.com –To user@hotmail.com –Subject “Test Email” –Body “Test SMTP Relay Service” -SmtpServer smtp.office365.com -Credential $msolcred -UseSsl -Port 587"

My Outgoing Mail setup is configured thus;

Server Name: SMTP.office365.com
Email Type: SMTPS
TLS: Enabled
Port:587. I have also tried port 25
The require Authentication box is checked also and details filled in.

Below is a pool from the logs.

[10:04:46:003]|[02-14-2017]|[com.adventnet.servicedesk.utils.WorkOrderUtil]|[SEVERE]|[22]|: Exception while trying to send notification for the request.|com.adventnet.servicedesk.ServiceDeskException: Mail sending failed.
at com.adventnet.servicedesk.notification.util.NotificationFactory.sendMailNotification(NotificationFactory.java:1147)
at com.adventnet.servicedesk.notification.util.NotificationFactory.sendMailNotification(NotificationFactory.java:635)
at com.adventnet.servicedesk.notification.util.NotificationFactory.sendMailNotificationAsHtml(NotificationFactory.java:613)
at com.adventnet.servicedesk.utils.WorkOrderUtil.notifyOnRequestSynchronous(WorkOrderUtil.java:2339)
at com.adventnet.servicedesk.task.RequestNotificationTask.executeTask(RequestNotificationTask.java:60)
at com.adventnet.workengine.task.internal.TaskManagerImpl.executeTask(TaskManagerImpl.java:706)
at com.adventnet.workengine.executor.internal.WorkFlowExecutor.executeStartingTask(WorkFlowExecutor.java:160)
at com.adventnet.workengine.executor.internal.WorkFlowExecutor.executeWorkFlowTemplate(WorkFlowExecutor.java:115)
at com.adventnet.workengine.executor.internal.WorkFlowExecutor.executeWorkFlow(WorkFlowExecutor.java:105)
at com.adventnet.workengine.internal.WorkEngineImpl.executeWorkFlowWithoutTransaction(WorkEngineImpl.java:422)
at com.adventnet.servicedesk.utils.WorkOrderUtil.notifyOnRequest(WorkOrderUtil.java:2157)
at com.adventnet.servicedesk.utils.WorkOrderUtil.notifyOnRequest(WorkOrderUtil.java:2123)
at com.adventnet.servicedesk.utils.WorkOrderUtil.notifyOnRequest(WorkOrderUtil.java:2110)
at com.adventnet.servicedesk.utils.WorkOrderUtil.notifyOnRequest(WorkOrderUtil.java:2103)
at com.adventnet.servicedesk.mailutils.MailProcessor.addWorkOrderAndHistory(MailProcessor.java:2505)
at com.adventnet.servicedesk.mailutils.MailProcessor.processEMail(MailProcessor.java:1467)
at com.adventnet.servicedesk.helpdesk.mail.task.MailFetchingTask.emailThread(MailFetchingTask.java:300)
at com.adventnet.servicedesk.helpdesk.mail.task.MailFetchingTask.<init>(MailFetchingTask.java:59)
at sun.reflect.GeneratedConstructorAccessor66.newInstance(Unknown Source)
at sun.reflect.DelegatingConstructorAccessorImpl.newInstance(Unknown Source)
at java.lang.reflect.Constructor.newInstance(Unknown Source)
at java.lang.Class.newInstance0(Unknown Source)
at java.lang.Class.newInstance(Unknown Source)
at com.adventnet.workengine.task.internal.TaskManagerImpl.executeTask(TaskManagerImpl.java:705)
at com.adventnet.workengine.executor.internal.WorkFlowExecutor.executeStartingTask(WorkFlowExecutor.java:160)
at com.adventnet.workengine.executor.internal.WorkFlowExecutor.executeWorkFlowTemplate(WorkFlowExecutor.java:115)
at com.adventnet.workengine.executor.internal.WorkFlowExecutor.executeWorkFlow(WorkFlowExecutor.java:105)
at com.adventnet.workengine.workflow.ejb.internal.WorkFlowExecutorBean.executeWorkFlow(WorkFlowExecutorBean.java:105)
at sun.reflect.GeneratedMethodAccessor142.invoke(Unknown Source)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)
at java.lang.reflect.Method.invoke(Unknown Source)
at org.jboss.ejb.StatelessSessionContainer$ContainerInterceptor.invoke(StatelessSessionContainer.java:683)
at org.jboss.resource.connectionmanager.CachedConnectionInterceptor.invoke(CachedConnectionInterceptor.java:186)
at org.jboss.ejb.plugins.AbstractInterceptor.invoke(AbstractInterceptor.java:94)
at org.jboss.ejb.plugins.StatelessSessionInstanceInterceptor.invoke(StatelessSessionInstanceInterceptor.java:72)
at org.jboss.ejb.plugins.AbstractTxInterceptor.invokeNext(AbstractTxInterceptor.java:84)
at org.jboss.ejb.plugins.TxInterceptorCMT.runWithTransactions(TxInterceptorCMT.java:315)
at org.jboss.ejb.plugins.TxInterceptorCMT.invoke(TxInterceptorCMT.java:148)
at com.adventnet.authentication.interceptor.SecurityInterceptor.invoke(SecurityInterceptor.java:108)
at com.adventnet.audit.interceptor.AuditInterceptor.invoke(AuditInterceptor.java:128)
at org.jboss.ejb.plugins.LogInterceptor.invoke(LogInterceptor.java:191)
at com.adventnet.logging.tracing.TracingInterceptor.invoke(TracingInterceptor.java:136)
at org.jboss.ejb.plugins.ProxyFactoryFinderInterceptor.invoke(ProxyFactoryFinderInterceptor.java:122)
at org.jboss.ejb.StatelessSessionContainer.internalInvoke(StatelessSessionContainer.java:331)
at org.jboss.ejb.Container.invoke(Container.java:709)
at org.jboss.ejb.plugins.local.BaseLocalProxyFactory.invoke(BaseLocalProxyFactory.java:419)
at org.jboss.ejb.plugins.local.StatelessSessionProxy.invoke(StatelessSessionProxy.java:83)
at $Proxy98.executeWorkFlow(Unknown Source)
at com.adventnet.workengine.executor.internal.RemoteWorkFlowExecutionHandler.execute(RemoteWorkFlowExecutionHandler.java:77)
at com.adventnet.workengine.internal.WorkEngineImpl$WorkFlowExecutorThread.run(WorkEngineImpl.java:931)
at com.adventnet.workengine.service.ThreadPoolService$WorkerThread.run(ThreadPoolService.java:256)
at java.lang.Thread.run(Unknown Source)
Caused by: javax.mail.MessagingException: Exception reading response;
  nested exception is:
javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:1462)
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1260)
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:370)
at javax.mail.Service.connect(Service.java:297)
at javax.mail.Service.connect(Service.java:156)
at javax.mail.Service.connect(Service.java:105)
at javax.mail.Transport.send0(Transport.java:168)
at javax.mail.Transport.send(Transport.java:98)
at com.adventnet.servicedesk.notification.util.NotificationFactory.sendMailNotification(NotificationFactory.java:1132)
... 51 more
Caused by: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
at com.sun.net.ssl.internal.ssl.InputRecord.handleUnknownRecord(Unknown Source)
at com.sun.net.ssl.internal.ssl.InputRecord.read(Unknown Source)
at com.sun.net.ssl.internal.ssl.SSLSocketImpl.readRecord(Unknown Source)
at com.sun.net.ssl.internal.ssl.SSLSocketImpl.performInitialHandshake(Unknown Source)
at com.sun.net.ssl.internal.ssl.SSLSocketImpl.readDataRecord(Unknown Source)
at com.sun.net.ssl.internal.ssl.AppInputStream.read(Unknown Source)
at com.sun.mail.util.TraceInputStream.read(TraceInputStream.java:97)
at java.io.BufferedInputStream.fill(Unknown Source)
at java.io.BufferedInputStream.read(Unknown Source)
at com.sun.mail.util.LineInputStream.readLine(LineInputStream.java:75)
at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:1440)
... 59 more

Does any one have an idea of what could be causing this?


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