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Witch_King = Sunlight = Mills Lane = Judge Judy = Your Mom

A Judge would have to decide the winners. Probably Judge Judy would be the best.

For beginner programs you can give them some logic puzzle to figure out.

Intermediate programs would resemble an actual applications but console, but using advanced data types, for example...

This is not a bad idea, but there has to be some considerations. It should not be so difficult so that only the most experienced programmers can compete. Also, the time allotted for the development...