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I suspect that Exchange 2010 is configured to use the TNEF message format when sending to certain recipient domains. Where can I check (server-side) to confirm if this is the case? I'm familiar with the Outlook settings for TNEF and that doesn't appear to be using TNEF there.

Mike B
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One way you can check is to see if you have any remote domains configured under your Organization configuration =>Hub transport in the Exchange Management console. In there should typically be the default setting for all domains but if you have any additional domains set here they will override the default settings and use those for traffic destin for those domains.

Dresca
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I would start from the options described in this Microsoft article.

adamo
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  • I sincerely appreciate the feedback but that specific article appears to be a bit dated and there's a disclaimer that "This article was written about products for which Microsoft no longer offers support." Is it still appropriate for Exchange 2010? – Mike B May 09 '12 at 18:44
  • Actually this is where I stopped searching when I faced the same trouble. I notice though on the right a [suggested search topic](http://support.microsoft.com/search/default.aspx?query=Winmail.dat%20exchange%202010&catalog=LCID%3D1033) which includes Exchange 2010. Maybe this will lead you to a better link. – adamo May 09 '12 at 21:16