Issue: Signatures sent will no longer have any images in them.

Applies to: Outlook 2013.

Background: If you have / had images in your email signature you probably noticed that Outlook 2013 cut them out and is not longer sending them.
First thing you should know right away: This isn’t a problem on your end, you haven’t done anything wrong, and you are right when saying “I didn’t send anything in my signature – what the F happened ?!”
This is fully intended by Microsoft, the reason is pure technical and I won’t bore you with the details, instead, I’ll explain how to work around it – which is what you’re here for 😉

For the sake of being politically correct I won’t call this a ‘fix’ but a workaround.

Workaround: There are actually 2 ways to get your images back in there, I will list both:

Option 1:

This is actually the intended use, and how your are supposed to add images to your email signatures in outlook 2013:

Simply upload your images to an external image host, or your own private host (if you have a website, you have a private host), and link the images in your signature to these links.
If you use the signature editor choose insert online image and paste your link there.
If you use any HTML editor use the link as your image source.

Option 2 – My choice:

This option will force outlook to embed the images in the signature, basically same as 2007 and 2010 used to – back to normal if you will.
This requires you to make a change to the registry, add a key to it actually.
Open your notepad, or favorite text editor (do NOT use word), copy and paste the following into it:

Windows Registry Editor Version 5.00

[HKEY_CURRENT_USER\Software\Microsoft\Office\15.0\Outlook\Options\Mail]
 "Send Pictures With Document"=dword:00000001

Save the file, name it ‘outlook.reg’ (or anything you want .reg).
Make sure your outlook is closed!
Double click and run the file, allow the change.
Open your outlook, send something, your images should be back in there.

Enjoy 🙂