X-Originating-IP address.

We have a user that occasionally works from home.  When he does he often get's  bounce backs when sending emails out of Outlook (Outlook 2013 using Outlook anywhere).  My question, is the X-Originating-IP on the bounce back his home IP?  Or what is it?  This is the IP that is blacklisted.
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Simon Butler (Sembee)ConsultantCommented:
The originating IP address will usually be the address of the server.
Blacklisting would rarely occur for the originating address, as that would end up blocking half of the planet (basically everyone using Hotmail from home). It is servers that get blacklisted.

Email header beginning with X- are non-standard information that every email processing software could insert into the email header as its programme prefers. You can't rely on their presence in each email you get.

To reconstruct the way of the mail and its origin, I regulary use the Received: headers. They are added at the top of the header and therefore are to be read as back trace (the topmost header is the youngest).

Each station on the way (beginning with the server that gets the mail from the sender's computer) usually inserts at least on of those headers (sometimes each processing module of a server software does ...). The Received: headers contain information about from where the computer got the mail, the identity of the processing software and much more.

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