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I guess I had been working all these years under the assumption that Contacts are treated by Smartermail as Trusted Senders and just now came to the realization that they are in fact not (and probably never were). A customer wanted me to explain to them why they had to import their Contacts twice, once as Contacts and a second time as Trusted Senders. I didn't really have a good explanation for them as I have to agree that doing such is tediously redundant, especially considering Contacts can be automatically synchronized with email clients where as Trusted Senders cannot.
Would it be possible, in a future version of Smartermail, to treat Smartermail Contacts as Trusted Senders?