fortune. Cloris Leachman (1957) ( Telephone Time ) (“The Unsinkable Molly Brown”) Tucker McGuire (1958) ( A Night to Remember ) Tammy Grimes (1960) ( The Unsinkable Molly Brown ) (Broadway musical) Grimes won a Tony Award for her performance. Debbie Reynolds (1964) ( The Unsinkable Molly Brown ) Reynolds received an Academy Award