In 1980, Conner successfully defended the Cup with Freedom. In 1983, sailing Liberty, he lost the Cup to a dominant Australia II in seven races, ending the New York Yacht Club's 132-year winning streak. Not one to take such a loss lightly, Conner came back to the Cup battleground in 1987, going to Perth with _Stars and Stripes _ and taking the Cup back in four straight. In 1988, he successfully defended against the big-boat challenge from New Zealand in what may have been the oddest America's Cup series ever. New Zealand, the challenger brought a 120-foot mega-sloop and Conner sailed a 60-foot catamaran.