What TV show's fifth season did the man who has earned more number-one albums than any other artist in US jazz chart history guest star on?
Marry Me a Little, Marry Me a Little More: "Marry Me a Little, Marry Me a Little More" is a double-length episode of the American television series "Will & Grace"' s fifth season. Marry Me a Little, Marry Me a Little More:  Guest stars in "Marry Me a Little, Marry Me a Little More" include Harry Connick Jr., Katie Couric, Judith Ivey, and Debbie Reynolds. Harry Connick Jr.: Joseph Harry Fowler Connick Jr. (born September 11, 1967) is an American singer, big band leader, talk show host and actor. Harry Connick Jr.:  He has had seven top20 US albums, and ten number-one US jazz albums, earning more number-one albums than any other artist in US jazz chart history.
Will & Grace