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@paulp's has often brought this up. From memory, he'd have wanted Ordering[X] to be preferred to Ordering[Any] in implicit lookup, even though Ordering is contravariant, because Ordering[X] is still "more specific" for X. I remember that I agreed with @paulp and disagreed with Martin,
This seems bigger in scope than anything we've considered up to now, but we might want to consider it anyway.