SQL Server 2008 Database Mail - Bulk Mail Problem

  • I set up a job to bulk mail about 3,200 of our customers using database mail. The SMTP mail is being relayed by one of our Exchange 2010 servers. The first night I ran the job 600+ emails were sent. The remainder had a sent_status of "failed." I modified the job to run again and check if the customer's email address was in the recipients in msdb..sysmail_sentitems so they would not be sent again. The second night 600+ more went out. The same thing on the third night.

    We received a complaint from one customer today that she received 3 emails. Looking at msdb..sysmail_allitems, SQL Server logged the first 2 attempts as failures, but they actually were sent. Most failures are getting logged as mail server errors with this message, "Exception Message: Cannot send mails to mail server. (The operation has timed out.)"

    Does anyone have any ideas on how to better determine if the mail went, or how to get fewer failures from Exchange?

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