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    <p>What you're asking for isn't feasible <strong><em>in its entirety</em></strong>. (Parts of what you're asking are feasible.)</p> <p>An Email goes through several servers in between the sender and the recipient, and you can only control some of them. The rest are completely out of your control.</p> <p>You CAN capture many of the send failures, but if a third party spam blocker blocks your email before it reaches the recipient, you have no control over how that spam blocker works. You can't guarantee it will return a reason.</p> <p>As an alternative, you could catch the errors that are possible (via hMailServer, for example) to get and above that, do what email marketers do: Track email opens to see which emails are being <strong><em>read</em></strong>. This is different than being delivered, obviously.</p> <p>There's more on how to do this with .NET here: <a href="http://www.codeproject.com/Articles/15109/Tracking-Emails-for-Open-Read" rel="nofollow">http://www.codeproject.com/Articles/15109/Tracking-Emails-for-Open-Read</a></p> <p>From our experience, we used a commercial software named Campaign Enterprise from <a href="http://www.arialsoftware.com/" rel="nofollow">Arial Software</a>, which offers the ability to track just about everything you're asking for, and uses the "email open" techniques described. It worked quite well, but it's not free. </p> <p>There may be other alternatives out there, but that would be a product recommendation question and would be off-topic here. I offer the above solely as a starting point for you to do your own research to see what other products exists, including those within your price range. (Although <a href="http://www.openemm.org/" rel="nofollow">this one</a> looks like it might be good, and free.)</p> <hr> <p>Added based on comment below:</p> <p>Other options for attempting to trace trappable SMTP Transmission errors.</p> <p>If all you want to know is errors from the SMTP session, you can use the built-in .NET tools, and grab the session trace as outlines here:</p> <p><a href="http://www.systemnetmail.com/faq/4.10.aspx" rel="nofollow">http://www.systemnetmail.com/faq/4.10.aspx</a></p> <p>You can also grab the SmtpFailedRecipientsException if it occurs. <a href="http://www.arialsoftware.com/" rel="nofollow">Documentation with code sample available at MSDN</a>.</p>
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    1. COThanks! Catching errors via hMailServer is really all I'm looking for. I don't need to see if emails are being read. Given that this best-effort approach is all I need, are there other options besides hMailServer?
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    2. COFair enough. I'm not sure this is the right place for the question as you asked in the comment here. That would be a product recommendation question and would be off-topic here. Sorry I'm not more helpful. I'd delete my answer since it's not what you're looking for, but I think if I don't leave it, someone else will suggest the same thing. I'm leaving it just so you don't get more of the same type of response.
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    3. COI updated the answer to include things you can do in code, which ***is*** on topic. I hope it's helpful.
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