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Manually Zipping E-mail Attachments

You can manually zip and attach documents and other files to your email message using WinZip® Courier before sending it.  First, open a new Outlook email message as you usually would. When you are ready to zip and attach a file or files, do the following:

Outlook 2016/2019/2021 (365)

  1. If you want to encrypt the files that you will be zipping, click on the Encrypt Attachments button on the Message tab first to toggle it on. Please read about Using Encryption.
  2. Click on Attach -> Files as a Zip File on the Insert or Message tab in the ribbon.
  3. In the resulting window, select the file(s) you want to attach. To select more than one file, hold down the Ctrl key while clicking on the files.
  4. Specify the compression type by choosing Zip: Legacy or Zipx: Best method, depending on what Zip file utility your recipients have; please read about compression methods for further information.
  5. For the filename of the Zip file, you can select an automatic Date-based name or File or Folder name or select Use this name to enter your own filename:
    • Date-based name: a name consisting of the two characters 'WZ', the two-digit month, the two-digit day, and a two-digit index number. For example, an attachment created on February 4th might be named WZ020400.ZIP.
    • File or folder name: this choice bases the Zip name on the name of the file(s) you select.
      • If you have selected one file, the Zip file will have the same "base" name as the file, with the file name extension changed to "zip" or "zipx" based on the compression method chosen. For example, if the selected file is named "Field Notes.Doc" and legacy compression is chosen, the Zip file would be named "Field Notes.zip".
      • If you select multiple files, the Zip file will have the name of the containing folder plus "zip" or "zipx" based on the compression method chosen. For example, if the selected files are located in a folder named "Research" and best method compression was chosen, the Zip file would be named "Research.zipx".
    • Use this name: this choice allows you to specify the Zip name. Simply type it into the edit field.

  6. The default extension used in the name given to the Zip file is Zip: Legacy. You may change this to Zipx: Best method if you wish.

  7. Click OK to zip the file(s) into an attachment. If you have Encrypt turned on, you will be asked for a password; then a Zip file will be created and attached to the e-mail message.

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