 In 1985, Wynegar caught both Phil Niekro's 3000th strike out and his 300th win.After three and a half seasons with New York, Wynegar became a free agent and re-signed with the Yankees for the 1986 season.However, the stress of playing for a high-profile team in New York City led by owner George Steinbrenner, manager Billy Martin, and then manager Lou Piniella began to wear on him and led to him suffering from a deep depression.