In 1923, Crosby was invited to join a new band composed of high school students a few years younger than himself. Al Rinker, Miles Rinker, James Heaton, Claire Pritchard and Robert Pritchard, along with drummer Crosby, formed the Musicaladers, who performed at dances both for high school students and club-goers. The group performed on Spokane radio station KHQ, but disbanded after two years.:92–97 Crosby and Al Rinker then obtained work at the Clemmer Theatre in Spokane (now known as the Bing Crosby Theater). Crosby was initially a member of a vocal trio called 'The Three Harmony Aces' with Al Rinker accompanying on piano from the pit, to entertain between the films. Bing and Al continued at the Clemmer Theatre for several months often with three other men – Wee Georgie Crittenden, Frank McBride and Lloyd Grinnell – and they were billed The Clemmer Trio or The Clemmer Entertainers depending who performed.
In October 1925, Crosby and his partner Al Rinker, brother of singer Mildred Bailey, decided to seek fame in California. They traveled to Los Angeles where they met Bailey. She introduced them to her show business contacts. The Fanchon and Marco Time Agency hired them for thirteen weeks for the revue The Syncopation Idea starting at the Boulevard Theater in Los Angeles and then on the Loew's circuit. They each earned $75 a week. As minor parts of The Syncopation Idea Crosby and Rinker started to develop as entertainers. They had a lively style that was popular with college students. After The Syncopation Idea closed, they worked in the Will Morrissey Music Hall Revue. They honed their skills with Morrissey. When they got a chance to present an independent act, they were spotted by the Paul Whiteman organization. Whiteman needed something different to break up his musical selections, and Crosby and Rinker filled this requirement. After less than a year in show business, they were attached to one of the biggest names. Hired for $150 a week in 1926, they debuted with Whiteman on December 6 at the Tivoli Theatre in Chicago. Their first recording, in October 1926, was "I've Got the Girl" with Don Clark's Orchestra, but the Columbia-issued record was inadvertently recorded at a slow speed, which increased the singers' pitch when played at 78 rpm. Throughout his career, Crosby often credited Bailey for getting him his first important job in the entertainment business.
The Rhythm Boys
Success with Whiteman was followed by disaster when they reached New York. Whiteman considered letting them go. Crosby may have been retained, as Whiteman was already using him as a solo performer on record, but the prospects for Rinker were bleak. However, the addition of pianist and aspiring songwriter Harry Barris made the difference, and "The Rhythm Boys" were born. The additional voice meant they could be heard more easily in large New York theaters. Crosby gained valuable experience on tour for a year with Whiteman and performing and recording with Bix Beiderbecke, Jack Teagarden, Tommy Dorsey, Jimmy Dorsey, Eddie Lang, and Hoagy Carmichael. He matured as a performer and was in demand as a solo singer.
Crosby became the star attraction of the Rhythm Boys. In 1928 he had his first number one hit, a jazz-influenced rendition of "Ol' Man River". In 1929, the Rhythm Boys appeared in the film The King of Jazz with Whiteman, but Crosby's growing dissatisfaction with Whiteman led to the Rhythm Boys leaving his organization. They joined the Gus Arnheim Orchestra, performing nightly in the Coconut Grove of the Ambassador Hotel. Singing with the Arnheim Orchestra, Crosby's solos began to steal the show while the Rhythm Boys act gradually became redundant. Harry Barris wrote several of Crosby's hits, including "At Your Command", "I Surrender Dear", and "Wrap Your Troubles in Dreams". When Mack Sennett signed Crosby to a solo recording contract in 1931, a break with the Rhythm Boys became almost inevitable. Crosby married Dixie Lee in September 1930. After a threat of divorce in March 1931, he applied himself to his career.
Success as a solo singer
On September 2, 1931, Crosby made his solo radio debut. Before the end of the year, he signed with both Brunswick and CBS Radio. Doing a weekly 15-minute radio broadcast, Crosby became a hit. "Out of Nowhere", "Just One More Chance", "At Your Command" and "I Found a Million Dollar Baby (in a Five and Ten Cent Store)" were among the best selling songs of 1931.
Ten of the top 50 songs of 1931 included Crosby with others or as a solo act. A "Battle of the Baritones" with singer Russ Columbo proved short-lived, replaced with the slogan "Bing Was King". Crosby played the lead in a series of musical comedy short films for Mack Sennett, signed with Paramount, and starred in his first full-length film 1932's The Big Broadcast (1932), the first of 55 films in which he received top billing. He would appear in 79 pictures. He signed a contract with Jack Kapp's new record company, Decca, in late 1934.
His first commercial sponsor on radio was Cremo Cigars and his fame spread nationwide. After a long run in New York, he went back to Hollywood to film The Big Broadcast. His appearances, records, and radio work substantially increased his impact. The success of his first film brought him a contract with Paramount, and he began a pattern of making three films a year. He led his radio show for Woodbury Soap for two seasons while his live appearances dwindled. His records produced hits during the Depression when sales were down. Audio engineer Steve Hoffman stated, "By the way, Bing actually saved the record business in 1934 when he agreed to support Decca founder Jack Kapp's crazy idea of lowering the price of singles from a dollar to 35 cents and getting a royalty for records sold instead of a flat fee. Bing's name and his artistry saved the recording industry. All the other artists signed to Decca after Bing did. Without him, Jack Kapp wouldn't have had a chance in hell of making Decca work and the Great Depression would have wiped out phonograph records for good."
His social life was hectic. His first son Gary was born in 1933 with twin boys following in 1934. By 1936, he replaced his former boss, Paul Whiteman, as host of the weekly NBC radio program Kraft Music Hall, where he remained for the next ten years. Where the Blue of the Night (Meets the Gold of the Day), with his trademark whistling, became his theme song and signature tune.
In 1936, Crosby exercised an option from Paramount to make a film out-of-house. He signed a one-film agreement with Columbia. Crosby wanted his friend Louis Armstrong, who influenced his singing style, to appear in Pennies from Heaven, a screen adaptation of The Peacock Feather. He asked Harry Cohn, but Cohn had no desire to pay for the flight or to meet Armstrong's "crude, mob-linked but devoted manager, Joe Glaser." Crosby threatened to leave the film and refused to discuss it anymore with Cohn. Armstrong's musical scenes, and comic dialogue improved his career. Crosby gave Armstrong equal billing with white co-stars. Armstrong starred as himself in many more films and appreciated Crosby's lack of racism, often thanking him in later years.
Crosby's vocal style helped take popular singing beyond the "belting" associated with Al Jolson and Billy Murray, who had been obligated to reach the back seats in New York theaters without the aid of the microphone. As music critic Henry Pleasants noted in The Great American Popular Singers, something new had entered American music, a style that might be called "singing in American" with conversational ease. This new sound led to the popular epithet "crooner".
During the Second World War, Crosby made live appearances before American troops who had been fighting in the European Theater. He learned how to pronounce German from written scripts and read propaganda broadcasts intended for German forces. The nickname "Der Bingle" was common among Crosby's German listeners and came to be used by his English-speaking fans. In a poll of U.S. troops at the close of World War II, Crosby topped the list as the person who had done the most for G.I. morale, ahead of President Franklin Delano Roosevelt, General Dwight Eisenhower, and Bob Hope.
The June 18, 1945, issue of Life magazine stated, "America's number one star, Bing Crosby, has won more fans, made more money than any entertainer in history. Today he is a kind of national institution." "In all, 60,000,000 Crosby disks have been marketed since he made his first record in 1931. His biggest best seller is 'White Christmas', 2,000,000 impressions of which have been sold in the U.S. and 250,000 in Great Britain." "Nine out of ten singers and bandleaders listen to Crosby's broadcasts each Thursday night and follow his lead. The day after he sings a song over the air – any song – some 50,000 copies of it are sold throughout the U.S. Time and again Crosby has taken some new or unknown ballad, has given it what is known in trade circles as the 'big goose' and made it a hit single-handed and overnight...Precisely what the future holds for Crosby neither his family nor his friends can conjecture. He has achieved greater popularity, made more money, attracted vaster audiences than any other entertainer in history. And his star is still in the ascendant. His contract with Decca runs until 1955. His contract with Paramount runs until 1954. Records which he made ten years ago are selling better than ever before. The nation's appetite for Crosby's voice and personality appears insatiable. To soldiers overseas and to foreigners he has become a kind of symbol of America, of the amiable, humorous citizen of a free land. Crosby, however, seldom bothers to contemplate his future. For one thing, he enjoys hearing himself sing, and if ever a day should dawn when the public wearies of him, he will complacently go right on singing—to himself."
The biggest hit song of Crosby's career was his recording of Irving Berlin's "White Christmas", which he introduced on a Christmas Day radio broadcast in 1941. (A copy of the recording from the radio program is owned by the estate of Bing Crosby and was loaned to CBS Sunday Morning for their December 25, 2011, program.) The song then appeared in his movie Holiday Inn (1942). His record hit the charts on October 3, 1942, and rose to No. 1 on October 31, where it stayed for 11 weeks. A holiday perennial, the song was repeatedly re-released by Decca, charting another sixteen times. It topped the charts again in 1945 and a third time in January 1947. The song remains the bestselling single of all time. According to Guinness World Records, his recording of "White Christmas" has sold over 100 million copies around the world, with at least 50 million sales as singles. His recording was so popular that he was obliged to re-record it in 1947 using the same musicians and backup singers; the original 1942 master had become damaged due to its frequent use in pressing additional singles. Although the two versions are similar, the 1947 recording is more familiar today. In 1977, after Crosby died, the song was re-released and reached No. 5 in the UK Singles Chart. Crosby was dismissive of his role in the song's success, saying "a jackdaw with a cleft palate could have sung it successfully."
Crosby with Bob Hope in Road to Bali
In the wake of a solid decade of headlining mainly smash hit musical comedy films in the 1930s, Crosby starred with Bob Hope and Dorothy Lamour in seven Road to musical comedies between 1940 and 1962, cementing Crosby and Hope as an on-and-off duo, despite never officially declaring themselves a "team" in the sense that Laurel and Hardy or Martin and Lewis (Dean Martin and Jerry Lewis) were teams. The series consists of Road to Singapore (1940), Road to Zanzibar (1941), Road to Morocco (1942), Road to Utopia (1946), Road to Rio (1947), Road to Bali (1952), and The Road to Hong Kong (1962). When they appeared solo, Crosby and Hope frequently made note of the other in a comically insulting fashion. They performed together countless times on stage, radio, film, television, and made numerous brief and not so brief appearances together in movies aside from the "Road" pictures.
In the 1949 Disney animated film The Adventures of Ichabod and Mr. Toad, Crosby provided the narration and song vocals for The Legend of Sleepy Hollow segment. In 1960, he starred in High Time, a collegiate comedy with Fabian Forte and Tuesday Weld that predicted the emerging gap between him and the new young generation of musicians and actors who had begun their careers after WWII. The following year, Crosby and Hope reunited for one more Road movie, The Road to Hong Kong, which teamed them up with the much younger Joan Collins and Peter Sellers. Collins was used in place of their longtime partner Dorothy Lamour, whom Crosby felt was getting too old for the role, though Hope refused to do the movie without her, and she instead made a cameo appearance. Shortly before his death in 1977, he had planned another Road film in which he, Hope, and Lamour search for the Fountain of Youth.
He won an Academy Award for Best Actor for Going My Way in 1944 and was nominated for the 1945 sequel, The Bells of St. Mary's. He received critical acclaim for his performance as an alcoholic entertainer in The Country Girl and received his third Academy Award nomination.
Crosby and his family in a Christmas special, 1974
The Fireside Theater (1950) was his first television production. The series of 26-minute shows was filmed at Hal Roach Studios rather than performed live on the air. The "telefilms" were syndicated to individual television stations. He was a frequent guest on the musical variety shows of the 1950s and 1960s. He was associated with ABC's The Hollywood Palace. He was the show's first and most frequent guest host and appeared annually on its Christmas edition with his wife Kathryn and his younger children. In the early 1970s, he made two late appearances on the Flip Wilson Show, singing duets with the comedian. His last TV appearance was a Christmas special taped in London in September 1977 and aired weeks after his death. It was on this special that he recorded a duet of "The Little Drummer Boy" and "Peace on Earth" with rock star David Bowie. Their duet was released in 1982 as a single 45-rpm record and reached No. 3 in the UK singles charts. It has since become a staple of holiday radio and the final popular hit of Crosby's career. At the end of the 20th century, TV Guide listed the Crosby-Bowie duet one of the 25 most memorable musical moments of 20th-century television.
Bing Crosby Productions, affiliated with Desilu Studios and later CBS Television Studios, produced a number of television series, including Crosby's own unsuccessful ABC sitcom The Bing Crosby Show in the 1964–1965 season (with co-stars Beverly Garland and Frank McHugh). The company produced two ABC medical dramas, Ben Casey (1961–1966) and Breaking Point (1963–1964), the popular Hogan's Heroes (1965–1971) military comedy on CBS, as well as the lesser-known show Slattery's People (1964–1965).