Outlook 2003: On the Outlook main menu, click on the WinZip Courier menu and select Options.Outlook 2007, 2010, 2013, and 2016: On the Ribbon on the Home tab, click on WinZip Courier and select Options.You can access the WinZip Courier Options in Outlook: Which should I choose, 'legacy' or 'best method ' compression? Yes, you can configure WinZip Courier to use a different extension using the Attachment Options window accessed via the WinZip Courier Options. My recipient's e-mail system rejects Zip files. You can change this behavior using the Attachment Options window available on the WinZip Courier Options window. For example, it will not zip a single attachment that is already compressed, such as a Zip or CAB file. Why didn't my attachment get zipped even though I've configured WinZip® Courier to automatically zip attachments?īy default, WinZip Courier will not zip certain single attachments.