If a message comes as plain text, Outlook will use plain text format to reply to this message. As a result the signature gets messed up, etc. This article shows how to overcome this limitations. A simple macro can convert a received email from plain text to html:
Sub ConvertMessage()
Dim oMailItem As MailItem
Set oMailItem = Application.ActiveExplorer.Selection.Item(1)
oMailItem.BodyFormat = olFormatHTML
'oMailItem.HTMLBody = oMailItem.Body
oMailItem.Close (olSave)
Set oMailItem = Nothing
End Sub
I commented out one of the lines because it works better for me this way.
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