When I try to do a mail merge from any PC/laptop using a word document as text and then an excel file for the contacts, an alert comes up saying that a program is trying to send an email from my outlook, we then need to keep on pressing ‘yes’ for each email. As you understand, when the mail merge is 1000 contacts, this is very time consuming. I believe it’s something with security settings, could I remove that? I'm currently using outlook 2003

Check out this article:

WD97: "A Program Is Trying to Access ..." Warning When You Send Mail Merge to E-mail After You Apply Outlook Security Update (http://support.microsoft.com/kb/264888/en-us)

Near the bottom are two links That may have info to help. You may have to follow through a few related articles.