I'm going to attempt to make this as clear as possible so bare with me When you set up an exchange mailbox you can add multiple SMTP addresses but you have to set one as primary: "Use this option to select a primary address when you have two or more e-mail addresses of the same address type. By default, if there is only one e-mail address for an address type, it is primary and will display as bold. When a mailbox-enabled user sends e-mail, the primary address is the address that appears in the From field. For mail-enabled recipients, the primary address appears in the recipient's Properties dialog box, on the General tab, in E-mail." Now my question is: Say I have ejf1238@domain.com and eric@domain.com as SMTP addresses for one mailbox and ejf1238@domain.com is my primary. When I reply to an email they automatically see ejf1238@domain.com.. Without having to change the primary address on the exchange server EVERY time, how do I change my reply so that it comes from eric@domain.com instead of ejf1238@domain.com?? I've tried typing eric@domain.com in the from field but outlook automatically changes it to my display name (such as "Eric") then sends it from the default SMTP address. Please let me know if you need me to clarify

Actually in this example I could just create a second mailbox and set a different primary address, but but what about if your exchange server accepts email from two domains that you own? For example I've got one mailbox that accepts emails from eric@domain.com and eric@domain2.com I cant create another mailbox named eric since there is already one. Any ideas?

Hi ejf1238 I actually work in a SBS 2003 environment so the features in 'normal' Win 2003 might be different. I had the same issue and this is how I got round it. The SBS 2003 comes with a POP3 Connector. So assuming that you can create a POP3 email address with your ISP for eric@domain.com and that you have a POP3 Connector then this is what you can do. Create a normal POP3 email address for eric@domain.com in your Outlook and thus with your ISP. Configure the POP3 Connector to connect to ISP and thus retrieve the email for that address (eric@domain.com). This will then enable you also to reply as eric@domain.com by choosing which account you want to use when emailing/replying. There should be drop down box saying Accounts when you start a new email. Like I said before, this is assuming you can create an email address for eric@domain.com with your ISP and that you have a POP3 Connector. The SBS 2003 I am working with comes with a POP3 Connector in the software package. Hope that helps or gives you some ideas.