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    • Jul 1, 1936
    The Bing Crosby western "Rhythm On The Range" opens with appearances by trumpeter Louis Prima and The Sons Of The Pioneers, including Roy Rogers. Crosby sings the Johnny Mercer number "I'm An Old Cowhand"
    Jan 5, 1938
    Bing Crosby and Dixie Lee give birth to their fourth son, Lindsay Crosby, in California. Bing goes on to earn a country hit six years later with a duet version of "Pistol Packin' Mama," recorded with The Andrews Sisters
    Jul 11, 1938
    Bing Crosby records the western song "Mexicali Rose," generating a pop hit with the Gene Autry-associated number
    Feb 9, 1940
    Bing Crosby records "Tumbling Tumbleweeds" in Los Angeles. He becomes the fourth act in six years to earn a pop hit with The Sons Of The Pioneers' standard
    May 5, 1940
    Bing Crosby portrays a singing construction worker in the New York debut of the comedy "If I Had My Way." The film includes a bit part for former Grand Ole Opry member Lee "Lasses" White
    Dec 3, 1940
    Bing Crosby records "Lone Star Trail" in Los Angeles. The pop hit is the first recording of any song written by future Country Music Hall of Famer Cindy Walker
    Dec 16, 1940
    Eight months after Bob Wills & His Texas Playboys recorded it, Bing Crosby remakes "New San Antonio Rose" in Hollywood. His version becomes a pop hit, backed by a remake of "It Makes No Difference Now," recorded at the same session
    Jan 28, 1941
    Decca releases Bing Crosby's pop version of the Bob Wills-penned "New San Antonio Rose" backed by a remake of Floyd Tillman's "It Makes No Difference Now"
    May 23, 1941
    Bing Crosby records the Gene Autry song "Be Honest With Me," one of three versions to reach the pop hit parade during the year
    Jul 8, 1941
    Bing Crosby records Jimmie Davis' "You Are My Sunshine," netting a pop hit in the process
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