Crazy families was one type of film in the '30s, along with madcap heiresses. And sometimes there is a crazy family and a madcap heiress.
"Danger - Love at Work" is from 1937 and stars Ann Sothern, Jack Haley, John Carradine, Edward Everett Horton, Mary Boland, and Roger Catlett.
Haley plays Henry, an attorney who is charged with getting the eight members of the Pemberton finally to sign papers so that a hunt club can buy their farm property. He is actually taking over the job from another attorney whose nerves are shot and can't handle it any longer.
Henry has his work cut out for him, but he has help - the beautiful Pemberton daughter (Sothern). She is a half step or so above the others - she's engaged but doesn't like her fiance (Horton). She is, however, engaged to him because he is forceful. He's as whacky as the rest of them, interrogating Henry and sure he's out to cheat them.
One of her relatives (Maurice Cass) has given up on society and lives like a neandrathal. Two aunts have a rifle in a setup on the front stairs to shoot criminals. Another relative (Carradine) paints everything in site. The child in the family is a ten-year-old high school graduate and makes Henry miserable. There are more.
This is a B film directed by Otto Preminger. Ann Sothern is delightful, as is Jack Haley. They're not Tracy and Hepburn, Loy and Powell, Lombard and Powell, but they're fun. The rest of the family is a little annoying after a while.
Not a classic, but Sothern is always watchable.