I have configured my DSpace to relay my e-mails through Gmail, but I have not
been able to get any kind of messages working.  This comes up obviously when
trying to register a new user.  My dspace.cfg has "smtp.gmail.com" for the
mail.server, and "465" as the port. Here is the error I was originally
getting:

javax.mail.MessagingException: Could not connect to SMTP host:
smtp.gmail.com, port: 465, response: -1
        at
com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1270)
        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 org.dspace.core.Email.send(Email.java:362)
        at
org.dspace.eperson.AccountManager.sendEmail(AccountManager.java:296)
        at
org.dspace.eperson.AccountManager.sendInfo(AccountManager.java:256)
        at
org.dspace.eperson.AccountManager.sendRegistrationInfo(AccountManager.java:101)
        at
org.dspace.app.webui.servlet.RegisterServlet.processEnterEmail(RegisterServlet.java:287)
        at
org.dspace.app.webui.servlet.RegisterServlet.doDSPost(RegisterServlet.java:202)
        at
org.dspace.app.webui.servlet.DSpaceServlet.processRequest(DSpaceServlet.java:147)
        at
org.dspace.app.webui.servlet.DSpaceServlet.doPost(DSpaceServlet.java:105)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:637)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:717)
        at
org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:290)
        at
org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
        at
org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:233)
        at
org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:191)
        at
org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:128)
        at
org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:102)
        at
org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:109)
        at
org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:286)
        at
org.apache.coyote.http11.Http11Processor.process(Http11Processor.java:845)
        at
org.apache.coyote.http11.Http11Protocol$Http11ConnectionHandler.process(Http11Protocol.java:583)
        at
org.apache.tomcat.util.net.JIoEndpoint$Worker.run(JIoEndpoint.java:447)
        at java.lang.Thread.run(Thread.java:636)

If I try to use the mail server on our own server, this error comes up:

com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS
command first. 4sm391195agc.52
        at
com.sun.mail.smtp.SMTPTransport.issueSendCommand(SMTPTransport.java:1388)
        at com.sun.mail.smtp.SMTPTransport.mailFrom(SMTPTransport.java:959)
        at
com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:583)
        at javax.mail.Transport.send0(Transport.java:169)
        at javax.mail.Transport.send(Transport.java:98)
        at org.dspace.core.Email.send(Email.java:362)
        at
org.dspace.eperson.AccountManager.sendEmail(AccountManager.java:296)
        at
org.dspace.eperson.AccountManager.sendInfo(AccountManager.java:256)
        at
org.dspace.eperson.AccountManager.sendRegistrationInfo(AccountManager.java:101)
        at
org.dspace.app.webui.servlet.RegisterServlet.processEnterEmail(RegisterServlet.java:287)
        at
org.dspace.app.webui.servlet.RegisterServlet.doDSPost(RegisterServlet.java:202)
        at
org.dspace.app.webui.servlet.DSpaceServlet.processRequest(DSpaceServlet.java:147)
        at
org.dspace.app.webui.servlet.DSpaceServlet.doPost(DSpaceServlet.java:105)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:637)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:717)
        at
org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:290)
        at
org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
        at
org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:233)
        at
org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:191)
        at
org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:128)
        at
org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:102)
        at
org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:109)
        at
org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:286)
        at
org.apache.coyote.http11.Http11Processor.process(Http11Processor.java:845)
        at
org.apache.coyote.http11.Http11Protocol$Http11ConnectionHandler.process(Http11Protocol.java:583)
        at
org.apache.tomcat.util.net.JIoEndpoint$Worker.run(JIoEndpoint.java:447)
        at java.lang.Thread.run(Thread.java:636)

I am very confused at what is happening here, but from I've read, many
people have not been able to get Gmail to work with their system.  Could
anyone lend me some insight? Thanks
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