John Henshaw was educated at Wesley College and Melbourne University. Since creativity and the discipline of a naval career tend to be incompatible, he made a career choice he often regrets, to design and construct buildings for most of his working life. As the Australian equivalent of a Chartered Surveyor, his business life was engaged in all aspects of property development. His 2008 essay, 'HMAS Albatross: White Elephant or Wolf in Sheep's Clothing?' won Second Prize in Australia's League Essay Competition. He has had various articles published in yachting magazines and won a cruising yacht design competition.