Bob Chester
Bob Chester (March 20, 1908 – October 29, 1966) was an American jazz and pop music bandleader and tenor saxophonist. Chester was born in Detroit, Michigan, United States. His stepfather ran General Motors's Fisher Body Works.
Bob Chester

William P. Gottlieb · http: section=ver01 size=1024 from= · Public domain
- Born
- 1908 · Detroit.
- Nationality
- United States
- Occupation
- bandleader · conductor · saxophonist · musician
- Fields
- jazz
Reference Check
Propose documentary evidence for Bob Chester. A contribution is never written directly as fact: identity, source, rights and evidence gates still decide.
Sign in to contribute
Documentary evidence
Evidence Panel
identity unresolved · checked 25 September 2026
- Identity
- unresolved
- Independent source families
- 0
- Admitted assertions
- 0
- Open conflicts
- 0
Authority files
wikidata · Q887844 · wikipedia · Bob Chester
In this article
Key facts
He began his career as a sideman under Irving Aaronson, Ben Bernie, and Ben Pollack. He formed his own group in Detroit in the mid-1930s, 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. 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". 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. 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. The orchestra disbanded in the mid-1940s, due in part to the shrinking market for big band sound. 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. Chester died in October 1966, at the age of 58.
• Name — Bob Chester • Born — 20 March 1908 • Birthplace — Detroit, Michigan, United States • Died — 29 October 1966 • Place of death — Detroit, Michigan, United States • Instrument — Saxophone • Genre — Jazz • Occupation — Musician Bandleader • Years Active — 1930s–1950s • Label — Bluebird • Past Member Of — Tommy Dorsey Bob Chester (March 20, 1908 – October 29, 1966) was an American jazz and pop music bandleader and tenor saxophonist. Chester was born in Detroit, Michigan, United States. His stepfather ran General Motors's Fisher Body Works. He began his career as a sideman under Irving Aaronson, Ben Bernie, and Ben Pollack. He formed his own group in Detroit in the mid-1930s, 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. 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". 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. 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. The orchestra disbanded in the mid-1940s, due in part to the shrinking market for big band sound. 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. Bob Chester died in October 1966, at the age of 58.
Dated record
Life and career
The full dated record · 2 entries
1908
Bob Chester born at Detroit.
1977
Bob Chester died at Detroit.
Citations
References
Each reference names the institution holding it, so a reader may go to the document itself.
reference work
Partially resolvedreference work
Partially resolved
The Encyclopedia exists whether or not anything is for sale. Corrections are recorded rather than overwritten, and every version of this record is kept. Published 24 August 2026.
Elsewhere in Music memorabilia
42,108 published records in this field, each with its sources named.
- Bob BrunningPerson
- Bob BurnsPerson
- Bob CarlislePerson
- Bob CarterPerson
- Bob ChilcottPerson
- Bob ClearmountainPerson
- Bob CooperPerson
- Bob CranshawPerson
Best supported in this field
For owners
Own a work by Bob Chester?
A specialist will read what you send and tell you what the house can establish, what it cannot, and whether the object is suited to sale. There is no charge and no obligation. The object stays with you throughout; nothing is shipped to us unless it is arranged in writing beforehand.