She Couldn't Take It (1935)

The wealthy Van Dyke family are constantly in the media for outrageous behavior, much to the frustration of the patriarch, Dan Van Dyke. His self-centered wife has a fondness for foreign imports, including "pet projects" like dancers and such and his spoiled children Tony and Carol have constant run-ins with the law. When Dan himself ends up in the clink for five years for tax evasion, he becomes bunk-mates with ex-bootlegger Joe "Spots" Ricardi. Ricardi lectures him on being such a push-over for an out-of-control family, so a dying Dan makes Ricardi his estate trustee once he is released from prison. Ricardi is then thrust into high society and must do everything he once nagged Dan to do.