1938-1943: Shaw, Goodman, & James
After seeing Forrest at the Madrillon, bandleader Artie Shaw asked her to go on tour with him; Shaw was looking for new talent when vocalist Billie Holiday decided to leave the band. Helen was hired in 1938. She recorded 38 singles with Shaw's band. Two of her biggest hits with Shaw were the songs "They Say" and "All the Things You Are." During her time with Shaw, Helen Forrest became a national favorite. In November 1939, Shaw broke up his band.
Helen joined Benny Goodman in December of 1939, with whom she recorded a number of celebrated songs, including the hit song "The Man I Love." Helen recorded 55 studio recordings with Goodman. She told the Pop Chronicles radio series: "Benny would look right above your eyebrows, in the middle, right on top of the brow. He was a very strange man." Forrest also stated, "The band I joined was sensational, but few special arrangements were written for me. I sang choruses, and made myself fit to the music. Benny used to drive me crazy by "noodling" behind me on clarinet while I sang." Goodman was also reported to have been a perfectionist and a very difficult man to work with. In August 1941, Forrest quit the orchestra "to avoid having a nervous breakdown". After leaving Goodman, Forrest briefly recorded with Nat King Cole and Lionel Hampton.
In 1941, she approached Harry James, offering to work for him under one condition: that she be permitted to sing more than one chorus. Although James was looking for a more jazz-oriented singer, he allowed Forrest to audition. The band voted her in and she was hired. Several decades later, Forrest explained in an interview, "Harry James was wonderful. When I joined him, I said, 'There's only one condition: I don't care how much you pay me, I don't care about arrangements. The one thing I want is to start a chorus and finish it. I want to do verses, so don't put me up for a chorus in the middle of an instrumental.' He said, 'You got it,' and that was it." She also told writer George T. Simon, "I'll always remain grateful to Artie and Benny. But they had been featuring me more like they did a member of the band, almost like another instrumental soloist. Harry, though, gave me just the right sort of arrangement and setting that fit a singer. It wasn't just a matter of my getting up, singing a chorus, and sitting down again." In his book, The Big Bands, Simon explained that Harry James constructed "the arrangements around his horn and Helen's voice, establishing warmer moods by slowing down the tempo so that two, instead of the usual three or more choruses, would fill a record ...many an arrangement would build to a closing climax during Helen's vocal, so that she would emerge as its star." It was with the Harry James Orchestra that Helen recorded what are arguably her most popular numbers, including "I Had the Craziest Dream" in 1942, and 1941's "I Don't Want to Walk Without You."
In 1942 and 1943, Helen Forrest was voted the best female vocalist in the United States in the Down Beat poll.
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