Exchange Server 2003 all MS updates Windows SBS Server all MS updates Outlook 2003 SP3 all MS updates (1st client, "User B") Outlook 2007 SP2 all MS updates (2nd client, "User T") Both User B and User T are on the same internal domain-based network. Single server for Win2K3 and Exchange 2003. Server is very lightly loaded. User B has Outlook/Office 2003. When emailing to a Hotmail account (JaneDoe@Hotmail.com) the 'consumer' recipient didnt receive the email. I created a Hotmail account for User B to test. Emailing from her Outlook 2003 client worked fine for her newly created Hotmail and a test Gmail account. Sending the same content email from her Gmail account to the recipients Hotmail account worked fine. Hence, the Outlook email was not received and the Gmail email was received. User T has Outlook/Office 2007. When emailing to a business account (JimSmith@MyBusiness.com) the recipient didn't receive the email in his Inbox. Email was sent from same static IP address as User B. Recipient found the User T email in his Spam folder (I don't know whether he has Outlook 2003 or Outlook 2007 but I lean to Outlook 2007). Their email is hosted off-site. Our email is hosting on-site at static IP address of 12.345.678.193 (ATT). ATT says the issue is related to reverse DNS. Network Solutions says it's not. Both firms indicate an open/white-list approach on their testing. [We have backup emails sent to Network Solutions when our Internet or email services are unavailable (backups at 2am, power outages, rebooting etc....)] Hence, NEITHER firm could tell me why "2%" of the messages are getting 'tagged' as spam or not delivered. Any suggestions and directions appreciated.... TIA!!!

Hi, AFAIK it seems to be your DNS issue so check these things and I hope you will get done. 01. MX Records 02. PTR Records. 03. Reverse DNS Entries. Its also in my practice that people face this problem because of these things and I also have remove this error more than 3 times and the problem was with the MX records. Regards. Shafaquat Ali.M.C.I.T.P Exchange 2007/2010, M.C.I.T.P Windows Server 2008, M.C.T.S OCS Server 2007 R2, URL: http://blog.WhatDoUC.net Phone: +923008210320

Thanks, Shafaquat! FYI, here's the scenario based upon the MX records that you're pointing to: 1) MXMailServer(Preference): mail2.mydomain.com(10); TTL = 7200 [My Notes: This is our email server. The numeric IP points to our external IP address 12.345.678.193] 2) MXMailServer(Preference): inbound.mydomain.com.netsolmail.net.(20); TTL = 7200 3) CName Records: mail.mydomain.com; TTL = 7200; refers to mail.mydomain.com.netsolmail.net [My notes: This is the backup email server at Network Solutions] 4) CName Records: smtp.mydomain.com; TTL= 7200; refers to smtp.mydomain.com.netsolmail.net. 5) IP record for "@" points to the Network Solutions external IP address 6) No TXT records 7) No SRV records Based on this and your experience with MX etc settings what direction should I go? Thanks for your ideas and suggestions