Some years ago, Jishan Wu reported the synthesis of8MCand10MC, two homologues of the cyclopenta-ring-fused oligo(m-phenylene) macrocyclesmMC, each behaving as an annulene-within-an-annulene (AWA). This was a surprising result as the AWA behavior is rare. Both molecules have a partial polyradical character, enforced by the quest for restoring some aromatic character of benzene rings. However, that restoration brings back some coupling between the two annulenes. Indeed, we found that the geometry and the magnetically induced currents indicate that, while8MCdoes have an AWA character, this is not the case of the larger10MC. Limitations of the design strategy of AWA molecules should be taken into account in future attempts to prepare novel large coronenes.