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Leonard was a half-brother of Fred Whibley, copra trader, on Niutao, Ellice Islands (now Tuvalu); and his half-sister was Eliza Eleanor (Lillie), wife of John T. Arundel, owner of J. T. Arundel and Company which evolved into the Pacific Islands Company, and later the Pacific Phosphate Company, which commenced phosphate mining in Nauru and Banaba Island (Ocean Island).