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In further messing around, I've discoverd a difference in how webmail handles text in the "plain text" and "rich text" formatted emails. I havent quite nailed it down for firegpg, but it certainly makes a difference for my other gpg software...

When you're writing in plain text formatted email, the text doesnt have any special formatting and remains the way you're typing it... and the text box just wraps the text to fit in the box... when you hit save, the webmail program does re-wrap the text (which from what I can tell is what is breaking the signatures)

but... when you're writing in a rich text formatted email, the text never gets "re-wrapped" when you click send which means the signature never breaks...

Try and throw in that concept into your testing and see if that helps you reveal the problem better... Hope it helps!