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Bob Chester
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Bob Chester
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Bob Chester (March 20, 1908 – October 29, 1966)[1] was an American jazz and pop music bandleader and tenor saxophonist.

Chester was born in Detroit, Michigan, United States.[1] His stepfather ran General Motors's Fisher Body Works.[1] He began his career as a sideman under Irving Aaronson, Ben Bernie, and Ben Pollack.[2] He formed his own group in Detroit in the mid-1930s,[2] with a Glenn Miller-influenced sound. This band was unsuccessful in local engagements and quickly dissolved. He then put together a new band on the East Coast under the direction of Tommy Dorsey and with arrangements by David Rose.[2] This ensemble fared much better, recording for Bluebird Records.

Chester's group, billed "The New Sensation of the Nation," had its own radio show on CBS briefly in the fall of 1939. The twenty-five-minute program aired from the Hotel Van Cleve in Dayton, Ohio late on Thursday nights (actually 12:30 am Friday morning, Eastern Time); the September 21, 1939 edition can be heard on the One Day In Radio tapes, archived by Washington D.C. station WJSV.

Chester's Bluebird records have proved excellent sellers, both for retail dealers and coin phonograph operators such as "From Maine to California"; "Wait Till the Sun Shines, Nellie"; "Madeliaine"; and two songs from "Banjo Eyes" - "Not a Care in the World" and "A Nickel to My Name".[3] His only national hit was "With the Wind and the Rain in Your Hair" (b/w "I Walk With Music"; Bluebird 10614), which featured Dolores O'Neill on vocals and went to No. 18 on the chart in April 1940.

Chester's orchestra included trumpeters Alec Fila, Nick Travis, Lou Mucci, and Conrad Gozzo, saxophonists Herbie Steward and Peanuts Hucko, drummer Irv Kluger, and trombonist Bill Harris.[2] His female singers included Dolores O'Neill, Kathleen Lane, and Betty Bradley; among his male singers were Gene Howard, Peter Marshall, Bob Haymes, and Al Stuart.[2]

The orchestra disbanded in the mid-1940s, due in part to the shrinking market for big band sound.[2] After a stint as a disc jockey at WKMH radio, Chester assembled another band for a short time in the early 1950s, but after it failed he retired from music and returned to Detroit, to work for the rest of his life in auto manufacturing.[2]

Bob Chester died in October 1966, at the age of 58.[1]

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Bob Chester

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Bob Chester (March 20, 1908 – October 29, 1966) was an American jazz and pop music bandleader and tenor saxophonist known for leading a popular swing orchestra during the big band era of the late 1930s and 1940s. He formed his own band after beginning his career as a sideman, drawing heavy inspiration from Glenn Miller's sound to create a dance-oriented style that appealed to audiences in hotels, ballrooms, and on recordings. Billed as "The New Sensation of the Nation," his orchestra achieved considerable popularity through the mid-1940s with a mix of swinging instrumentals and novelty numbers, including the memorable "Shoot the Sherbert to Me, Herbert." After the decline of the big band era, Chester continued leading orchestras into the later 1940s before transitioning to work as a disc jockey in his hometown of Detroit. His work remains a notable example of the many regional bandleaders who contributed to the swing era's widespread appeal across the United States.

Early life

Birth and background

Bob Chester, born Robert T. Chester on March 20, 1908, in Detroit, Michigan, grew up in a prosperous family with strong ties to the automotive industry. His stepfather served as head of the Fisher Body Works division of General Motors, providing significant financial stability and resources during his early life. He later married Edna Torrence Chester, with whom he had one child born in 1943 before their divorce in 1947.

Early musical career

Bob Chester began his musical career as a tenor saxophonist, working as a sideman in the orchestras of Irving Aaronson, Ben Bernie, and Ben Pollack. In the mid-1930s, he formed his own group in Detroit, adopting a Glenn Miller-influenced sound, but the band struggled in local engagements and quickly dissolved. Chester later reorganized on the East Coast, assembling a new band under the direction of Tommy Dorsey and with arrangements by David Rose. This ensemble achieved greater success than his earlier Detroit effort and paved the way for the formation of his main orchestra in 1939.

Big band leadership

Formation and rise

Bob Chester organized his main orchestra in 1939 on the East Coast, following an unsuccessful earlier attempt in Detroit. This new ensemble received direction from Tommy Dorsey and featured arrangements by David Rose, providing critical support for its launch. Billed as "The New Sensation of the Nation," the group quickly achieved visibility through live performances and media exposure. The band secured a short-lived CBS radio program in the fall of 1939, airing twenty-five-minute episodes late Thursday nights (technically 12:30 a.m. Friday Eastern Time) from the Hotel Van Cleve in Dayton, Ohio. A broadcast from September 21, 1939, survives as part of the WJSV complete broadcast day archival recording. The orchestra remained active from 1939 to 1952, performing regularly in theatres, hotels, colleges, and concerts across the country. Its early momentum, however, was hampered by World War II, which drew musicians into military service, and the American Federation of Musicians' recording ban from 1942 to 1944, contributing to challenges in sustaining growth. These formative years laid the groundwork for the band's subsequent peak recordings and popularity.

Peak years and recordings

Bob Chester and his orchestra reached the height of their popularity in the early 1940s, recording extensively for Bluebird Records where they produced 129 sides. Their only recording to achieve national chart success was "With the Wind and the Rain in Your Hair," featuring vocalist Dolores O'Neill, which reached No. 18 in April 1940. The band's best-known track, "Octave Jump," was recorded on March 4, 1940, and remains one of its most recognized performances from the Bluebird era. Other notable recordings from this period included "From Maine to California," "Wait Till the Sun Shines, Nellie," "Madeliaine," "Not a Care in the World," and "A Nickel to My Name." The orchestra's theme song was "Sunburst," which helped define its identity during live performances and broadcasts. Chester's band also made at least 16 appearances on the "Spotlight Bands" radio series, contributing to their visibility during the swing era's peak.

Band members and vocalists

Bob Chester's orchestra featured an array of accomplished instrumentalists who contributed to its distinctive sound during the swing era. The trumpet section included Alec Fila, whose lead playing received critical praise, along with Conrad Gozzo, Nick Travis, and Lou Mucci. Saxophonists such as Peanuts Hucko, Herbie Steward, Ted Nash, and John LaPorta brought technical skill and versatility to the ensemble. Notable trombonists were Bill Harris and Frank Rosolino, while the rhythm section drew on drummers Sonny Igoe and Irv Kluger, as well as pianist Teddy Napoleon. The band's vocal lineup featured several singers who handled a range of material. Dolores O'Neill earned particular critical praise for her performances, while other vocalists included Kathleen Lane, Betty Bradley, Gene Howard, Peter Marshall, and Bob Haymes. During the band's early formation period, Chester auditioned vocalists at New York's Nola Rehearsal Studio, including a young Frank Sinatra, who was not hired; that session notably marked the first time Tommy Dorsey heard Sinatra sing.

Compositions and musical style

Media appearances

Film roles and shorts

Bob Chester appeared in a handful of musical short films and one feature during the 1940s, a common avenue for swing-era bandleaders to showcase their orchestras on screen. He performed as himself in the shorts Swingtime Blues (1942), directed by Reginald Le Borg, and Fellow on a Furlough (1944), in both cases leading Bob Chester and His Orchestra through performances typical of the era's promotional musical films. In the feature Trocadero (1944), Chester took an acting role as Orchestra Leader, with his band also credited in the production. Additionally, the 1941 short Bob Chester and His Orchestra featured his group performing several numbers, for which Chester received uncredited soundtrack credit as writer of the compositions "Sunburst", "Octave Jump", and "Chesterwoogie".

Radio broadcasts

Bob Chester's orchestra first achieved national visibility through radio when it was featured on a CBS program in the fall of 1939. This early broadcast helped establish the band's reputation during the swing era's height. In the 1940s, Chester's band made at least 16 guest appearances on the "Spotlight Bands" radio series, a program that showcased various orchestras to wartime audiences and served to promote the band's live performances and recordings. After disbanding his orchestra, Chester briefly worked as a disc jockey at radio station WKMH from 1948 to 1949.

Later years and death

Post-band activities

After disbanding his orchestra around 1952 amid the decline of the big band era, Bob Chester shifted to a successful career in the automotive industry in Detroit. This transition leveraged his family ties, as his stepfather had served as head of General Motors' Fisher Body Works division. He briefly assembled another band in the early 1950s, though it proved short-lived and led to his retirement from full-time music leadership. Chester never completely abandoned music, however, and continued occasional performances into the early 1970s, including a notable appearance at the Detroit Athletic Club advertised as "Like Old Times, Bob Chester and his Orchestra."

Death

Bob Chester died on November 5, 1975, in Detroit, Michigan, at the age of 71. His death followed years after the dissolution of his big band in the early 1950s and a subsequent retirement from music that led to work in the auto industry.
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