With infinite spare time, what I'd try would be to make NilClass usable as a base class. The way that would work would be to have all instances of classes inheriting from NilClass live in the 0bXXX...XXX100 object ID space. Nil is currently 0b100, which is consistent, and this doesn't clash with any of the other immediates - it just translates to a different memory alignment rule in MRI.
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With infinite spare time, what I'd try would be to make NilClass usable as a base class. The way that would work would be to have all instances of classes inheriting from NilClass live in the 0bXXX...XXX100 object ID space. Nil is currently 0b100, which is consistent, and this doesn't clash with any of the other immediates - it just translates to a different memory alignment rule in MRI.