Delete the duplicates in your Outlook: NoMoreDupes for Outlook
Security for your Outlook

77. When I create or reply to a message, Outlook comes up with the Security Prompt: "A program is trying to access email addresses you have stored in Outlook."

Disable Word as your Mail Editor or disable PDF Addins for Word.
Update your Addins.

The tool Clickyes clicks automatically the Yes button.
Warning: This tool would click yes, too if a virus tries to send emails to your contacts in your Outlook.

78. Outlook 2000 blocks messages with URLs sent as attachments.

Here is a link to an article that explains how to modify the Level 1 security of the Outlook Security Update,:;EN-US;318515
To allow the use of URLs you should remove the .URL extension from the list of blocked extensions;

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