> Ideally I want a system process that takes a directory of
> files and sends them one per message with a subject
> line to a specified location by email.

You may do it in MS .NET in C# or VB.NET.  Visual Web Developer is free.

Let your Dos software modify some text file to let the .NET program
know when to start sending messages. Attachments are easy with .NET.

Also there was some threads ago:
> MS .NET based code to handle a SMTP server is very
> easy, for example:
> http://www.4guysfromrolla.com/articles/072606-1.aspx
> http://www.4guysfromrolla.com/articles/080206-1.aspx
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