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One of the recent updates on Microsoft Outlook 2013 leads to the issue that Outlook sends out e-mails with signatures wrong: Images in signatures are not being embedded anymore. The e-mail receipient cannot see the images anymore.
The following registry entries solve this issues. Alternatively you can download the .reg-file here (remove .txt file extension after downloading)
Windows Registry Editor Version 5.00 [HKEY_CURRENT_USER\Software\Microsoft\Office\15.0\Outlook\Options\Mail] "EditorPreference"=dword:00020000 "MinimalHeaderOn"=dword:00000001 "Send Pictures With Document"=dword:00000001