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Penny Wakeling has a background in photography and has held various roles in the marine industry, including sales, aftersales, yacht brokerage, business development support, and skipper and training mate for ocean yacht racing. Penny has worked at companies such as Cockwells Modern and Classic Boatbuilding, Shearwater Yacht Brokers, Charity & Taylor (Electronic Services) Ltd, Red Ensign Marine, and Clipper Ventures.