Note: If you're looking for inspiration, there are 2 forms of examples in the optaplanner distribution:

Swing examples (optaplanner-examples jar): 13 examples, some of which with a high quality gui, all with a high quality backend
Webapp examples (optaplanner-webexamples war): 2 examples, both with a quick&dirty low quality webui, but with a high quality backend (it uses the backend code from optaplanner-examples)

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