Few people have done as much in sailing as John Cutler. He’s been involved in five America’s Cups and will next month go to his fifth Olympics – he came home from his first in 1988 with a medal – and is also a multiple world champion and Admiral's Cup winner. On top of that, John has been a professional sailor for more than 30 years, and also been heavily involved as a coach and official. John talks about his journey, from lanky teenager who discovered the sport after moving to New Zealand to his place now as an elder statesman, and most things in between. He never really thought you could make a career out of sailing, and still wonders how he has in an industry he’s labelled as precarious because of its ruthlessness, politics and egos. John is well liked and well respected and offers a good perspective on the sport and his place in it in this podcast.