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How Should I Design Models With Deep Relationship Structures?

I am designing a web application in ASP.NET MVC, which uses ADO.NET for the database access. In the past, I generally have put together a series of classes each of which, maps to one table in a ...
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.NET DataSource binding for legacy SQL Server DB with undefined relationships

I'm designing a utility that will load data into a legacy SQL Server Database. I've been trying to mock up a simple WinForms utility with C# using the DataSource connectors (Tried a straight ORM ...