Windows SBS 2008 cannot send reports via email
When I try to configure SBS 2008 to send reports in the SBS Console via email, I get an error that it could not send it. Here are details from the console.log and protocol logs: 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,2,192.168.16.253:25,192.168.16.253:24501,>,"220 SBS.YYY.XXX.com Microsoft ESMTP MAIL Service ready at Sun, 14 Mar 2010 16:01:25 -0500", 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,3,192.168.16.253:25,192.168.16.253:24501,<,EHLO SBS, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,4,192.168.16.253:25,192.168.16.253:24501,>,250-SBS.YYY.XXX.com Hello [192.168.16.253], 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,5,192.168.16.253:25,192.168.16.253:24501,>,250-SIZE, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,6,192.168.16.253:25,192.168.16.253:24501,>,250-PIPELINING, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,7,192.168.16.253:25,192.168.16.253:24501,>,250-DSN, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,8,192.168.16.253:25,192.168.16.253:24501,>,250-ENHANCEDSTATUSCODES, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,9,192.168.16.253:25,192.168.16.253:24501,>,250-STARTTLS, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,10,192.168.16.253:25,192.168.16.253:24501,>,250-X-ANONYMOUSTLS, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,11,192.168.16.253:25,192.168.16.253:24501,>,250-AUTH NTLM, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,12,192.168.16.253:25,192.168.16.253:24501,>,250-X-EXPS GSSAPI NTLM, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,13,192.168.16.253:25,192.168.16.253:24501,>,250-8BITMIME, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,14,192.168.16.253:25,192.168.16.253:24501,>,250-BINARYMIME, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,15,192.168.16.253:25,192.168.16.253:24501,>,250-CHUNKING, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,16,192.168.16.253:25,192.168.16.253:24501,>,250-XEXCH50, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,17,192.168.16.253:25,192.168.16.253:24501,>,250 XRDST, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,18,192.168.16.253:25,192.168.16.253:24501,<,AUTH ntlm, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,19,192.168.16.253:25,192.168.16.253:24501,>,334 <authentication response>, 2010-03-14T21:01:25.901Z,SBS\Default SBS,08CC91D09FC4ABEF,20,192.168.16.253:25,192.168.16.253:24501,*,,Inbound authentication failed as we reject well-known account authentication for ZZZZZ\Administrator 2010-03-14T21:01:30.926Z,SBS\Default SBS,08CC91D09FC4ABEF,21,192.168.16.253:25,192.168.16.253:24501,>,535 5.7.3 Authentication unsuccessful, 2010-03-14T21:01:30.926Z,SBS\Default SBS,08CC91D09FC4ABEF,22,192.168.16.253:25,192.168.16.253:24501,<,MAIL FROM:<Administrator@XXX.com>, 2010-03-14T21:01:35.934Z,SBS\Default SBS,08CC91D09FC4ABEF,23,192.168.16.253:25,192.168.16.253:24501,>,530 5.7.1 Client was not authenticated, 2010-03-14T21:01:35.934Z,SBS\Default SBS,08CC91D09FC4ABEF,24,192.168.16.253:25,192.168.16.253:24501,-,,Local And in console.log: [11836] 100314.160121.3753: Reporting: GenerateReport: Start Generating report [11836] 100314.160121.6095: Reporting: GenerateReport: Finished Generating report [11836] 100314.160121.6719: AdminTME: Status: TaskId = TaskGenerateMonitoringReport, RootTaskId = TaskGenerateAndEmailReport, Success: True, Warning: False, Continue: True, Message: [11836] 100314.160135.9347: Exception: --------------------------------------- An exception of type 'Type: System.Net.Mail.SmtpException, System, Version=2.0.0.0, Culture=neutral, PublicKeyToken=b77a5c561934e089' has occurred. Timestamp: 03/14/2010 16:01:35 Message: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.1 Client was not authenticated Stack: at System.Net.Mail.MailCommand.CheckResponse(SmtpStatusCode statusCode, String response) at System.Net.Mail.SmtpTransport.SendMail(MailAddress sender, MailAddressCollection recipients, String deliveryNotify, SmtpFailedRecipientException& exception) at System.Net.Mail.SmtpClient.Send(MailMessage message) at Microsoft.WindowsServerSolutions.SystemHealth.Monitoring.MailUtil.SendMail(String from, String[] to, String subject, Boolean isBodyHTML, String body, String inlineAttachmentPath, String[] attachments) [11836] 100314.160137.2921: AdminTME: Status: TaskId = TaskEmailMonitoringReport, RootTaskId = TaskGenerateAndEmailReport, Success: False, Warning: False, Continue: False, Message: [11700] 100314.160137.2921: AdminTME: Committer: Completed called [11700] 100314.160137.2921: AdminTME: Committer: Task was cancelled. Since SBS 2008 by default tries to send out as the logged in account when you try and test it I cannot really change that. Any help would be appreciated.
March 15th, 2010 12:15am

You may want to check out this thread:http://www.winvistatips.com/sbs-2008-not-sending-out-reports-t674267.htmlSince this is SBS and is a different beast than Exchange, I suggest asking any further questions in the SBS 2008 forums:https://connect.microsoft.com/sbs08/community/discussion/richui/default.aspx?wa=wsignin1.0
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March 15th, 2010 3:13am

Thanks, I have read those articles. I ended up creating a new administrator user with domain admin privileges, and when using that I can send out the test SBS reports just fine. It is just when you are logged in as the standard Administrator user that it does not work due to Exchange policies.
March 16th, 2010 8:35pm

I have same problem with pwnell. I can authenticate relay with all user account. but not default build-in "administrator" account. there must be some inherit deny permission somewhere that control this. as pwnell mention about "exchange policies" or default "administrator" account is not allowed by design" anyone know how to make "administrator" work on authenticate relay in exchange 2007 ???
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November 19th, 2010 10:01pm

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