Ka cika wannan magana: A shekara ta 1963, ya shiga ofishin San Francisco na The Wall Street Journal. A shekara ta 1964, an ba shi mukamin wakilin ma'aikata wanda ke aiki a ofisoshin labarai na Pittsburgh da Los Angeles. A cikin 1967, Kann ya zama ɗan rahoton mazaunin farko na Wall Street Journal a Vietnam kuma daga 1969 zuwa 1975, yana zaune a Hong Kong yana ɗaukar Yaƙin Vietnam da sauran abubuwan da suka faru a Asiya. A shekarar 1972, ya sami lambar yabo ta Pulitzer saboda labarinsa na
Yaƙin Indo-Pakistan a Bangladesh. A shekara ta 1976 ya zama edita na farko kuma mai wallafa "The Wall Street Journal Asia". Ya koma Amurka a shekarar 1976. An nada shi mai wallafa The Wall Street Journal a shekarar 1988. Daga 1992 zuwa 2006 ya kasance Shugaba da shugaban kwamitin Dow Jones & Company.