John D. Buckstaff loved sailing, but on the frozen waterways of Wisconsin winters. Buckstaff, a native of Oshkosh, became a legendary skipper of ice boating. He was the champion of the Inland Lake Yachting Association for many years and once hit a speed of 143 miles-per-hour on Lake Winnebago in 1938. That earned him a spot in the Guinness Book of World Records.
Buckstaff also won several Stuart Cup trophies, considered the most coveted award in ice sailing. Buckstaff's most famous boat became The Flying Dutchman, now considered a legend in the sport.