How do I achieve the effect of two to-many relationships to the same entity from one entity?

You can't do quite what you're trying to do here. If I understand you correctly, you want a die to have a single owner relationship, but the playerState to have two distinct saved and immediate relationships, each backlinked to owner. CoreData won't allow this.

You can't do this directly in Core Data because, unlike your example above, Core Data has to maintain the relationship graph as well.

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