John Bryant graduated from the University of Pennsylvania in 1960 with a degree in economics. He was a top sailor on the East Coast, competing for the Mantoloking Yacht Club in New Jersey. Bryant was on the crew of Rush IV that won the 1952 and 1955 Barnegat Bay Class E sloop championship. He won the Prince of Wales Bermuda race in 1956, also winning the Seawanhaka-Corinthian spring series that year. In 1956 he won the Eastern Yacht Club midsummer series, the Boston Yacht Club race, and the Corinthian Yacht Club midsummer series, and was the overall winner of Marblehead Race Week. Bryant worked as a draftsman in 1956.