Sing You Sinners is a 1938 American musical comedy film directed by Wesley Ruggles and starring Bing Crosby, Fred MacMurray, Ellen Drew, and Donald O'Connor.

Joe Beebe (Bing Crosby) is a chronic gambler and a source of great consternation for his loving mother (Elizabeth Patterson), who only wishes he would follow the example of his responsible brother David (Fred MacMurray), who postpones his marriage to Martha Randall (Ellen Drew) regularly because Joe cannot support the family.

While Joe is always looking for an angle, convinced his only road to success is through gambling, David prefers working in his garage and dreams of the day he can afford to marry Martha.

After Joe sends back home glowing reports of his success, Mother Beebe and Mike travel out to California and stay with him.

Later, David and Martha also travel to Los Angeles and are shocked to see the rest of their family living on the brink of poverty because of Joe's laziness.

With no money coming in, Mother Beebe forces her sons to use their musical training and go to work as a singing trio at a nightclub.

David sends Martha a telegram asking her to come back to "marry the four of them", and the three Beebe brothers continue their singing career.

The only noteworthy difference between reality and Sing You Sinners at the Paramount, is that in the movies Crosby's horse wins—an unprecedented thing which may be explained by the fact that Bing undoubtedly must have had a hand in the script....Claude Binyon's story and Wesley Ruggles’ direction are swell, and the two principal songs, “I’ve Got a Pocketful of Dreams” and “Don't Let That Moon Get Away” are already being whistled about town.

"A new and interesting Bing Crosby emerges in Sing You Sinners, a likeable ne’er-do-well who believes that the secret of success lies in taking gambles.