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And so today came an imperial edict from our marketing daimyo to add a new fancy tagline to our company signatures.

Simple enough, i thought. Just pop open Outlook's Options dialog, switch to the Mail Format tab, modify that single signature I had designated for "new messages" plus "replies and forwards". This was done using Frontpage via Advanced Edit feature. Yes, that is where I get to manually control the exact HTML I want, and not because of Frontpage's WYSIWYG "capabilities".

Make a reply. Wait a minute..... the tagline is not showing.
Compose a new mail. There's the tag line.

????

The additional content is there in the signature file. Similarly, replying to plain-text emails do not emit the tagline either. What gives?

It turns out, after discovering the location where the signature is stored,
C:\Documents and Settings\<user>\Application Data\Microsoft\Signatures
Each signature i had created is divided into three files:

1. signature.htm - signature in HTML format
2. signature.rft - rich text format
3. signature.txt - good old plain text
   

The only file being modified via Outlook's Advanced Edit is the .htm copy. The other two remain untouched. For some reason, replies use the .rft copy; only new mails use the full-blown super-professional enterprise-level HTML edition.

Manually modifying all three files to synchronise their content did the trick.

But, I am confused. Why the separate files?

Thank you for this information. This has bugged me for the longest time, and I haven't understood why the reply in text had my old contact information than my current html signature.