The Van Winkle Brothers (Arnold and Lee) were musically prolific from 1956 to 1962 . Nobody seems to have any informaion on their childhood, although U.S. 1940 Census gives for Arnold a birthdate in 1935 ; but the birthplace is in Tennessee, when they made their careers as far as Indianapolis.


arnold va winkle (+lee)

Arnold in Ruby studio

Their first waxing was done in 1956 on the Singalong label, and was pure pop songs. But in 1957, Arnold Van Winkle cut three fine sides for Larry Short’s Ruby label in Hamilton, OH. Backed by the Rainbow Rhythmaires, he offers what is now considered as a minor Rockabilly classic : «  An old rusty dime » (Ruby # 540) has an energetic lead guitar, a steel and a barely audible fiddle, the whole set up at a fast pace. The flipside is slower and more conventional Country bopper : « How many heartaches make a tear ». Here the prominent instrument is the fiddle, which takes a short solo. The third track, « It looks like a dead end to me » remained unissued until its release on a Dutchman’s compilation in 1983. It retains again this fine guitar and a very welcome piano.

ruby Van Winkle dime

ruby  Van Winkle-heartaches

An old rusty dime


How many heartaches make a tear


It looks like a dead end to me



One must wait December 1959 or early 1960 to find Arnold and Lee together, this time under the name of « The VAN BROTHERS » on the Poor Boy label, out of, first Richmond, IN, then relocated to Muncie, IN. Founded by veteran Wayne Raney (and Jimmie Zack – no apparent relation to Eddie) its initial release was Raney’s « We need a whole lot more of Jesus (and a lot less Rock and roll) » (# 100). Ironically two of label’s later releases became some of Rockabilly music’s most worthy original 45rpm records. An original copy of Norman Witcher‘s « Somebody’s been rockin’ my boat /Wake me up » sells today for 1000 U.S. $ up to 1500. Another expensive record is « Servant of love » by the Van Brothers, which reach up to 400 U.S. $ and more.

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Muncie , Delaware Cty, IN

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Servant of love


Sweet Marie


On Poor Boy, the Van Brothers were backed by a probable 3-brothers band, the GENTRYS, comprising Gary Gentry on bass, Larry Gentry on drums and Dale Gentry on lead guitar. They originated from Kentucky or Ohio, and began playing music at a very early age : Dale Gentry was only 15 when he worked for Little Jimmy Dickens.

« Servant of love » is a good example of the incredible guitar playing of Dale Gentry (3 fabulous solos). The Van Brothers and the Gentrys also worked on other tracks, for example the great very bluesy (2 versions) « Seven-up and whiskey ». A fine steel and a pouding piano are heard for good effect on « Sweet Marie » or « Uncle Jim Riggs will » (the latter issued 2 years later on Walton – see below).

gentry brothers

The Gentrys

Doin’ my time




The Gentrys’ next record was released in 1960 or 61 on another Dixie, comprising two good instrumentals, « Swanky » and « Swooney ». Guitar and bass men were the Gentry, augmented by Zandel Rainey (piano and vocal interjections on « Swooney ») and Bobby Bailey on drums. These two sides do remind me of the S. F. Wailers (on Golden Crest).

dixie gentrys - swanky

dixie gentrys - swooney

Swanky” [instr.]


Swooney” [instr.]


gil richmond & gentry brothers

Gill Richmond & Gentrys





The Poor Boy office of Richmond also housed Walton Records, whose owner Norman Walton in 1962 released a serie of EPs : one vas devoted to the Van Brothers (flipside by the Gentry Bros.). Another (003) was billed « Norman Walton & the Van Bros. » : its flipside was a reissue of the Poor Boy 111 tunes. Walton EP 005, another to « Arnold & Lee the Van Brothers » and Walton EP 1500 for several more Van Bros. tracks. « Doin’ my time », an energetic version of the Osborne Bros. classic, remained unissued until 1997. Norman Walton wrote or co-wrote many Van Bros. songs.

walton  Norman Walton Van- Brotherswalton  003A norman + vanwalton arnold & lee -riggswalton arnold & lee  tomorrow

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Take that lock from your heart


Uncle Jim Riggs will


Seven-up and whiskey



After that, the Gentry teamed up with Gil Richmond and Earl King for several tracks on Walton, e.g. « Stop, slow down », which was also issued on the Ohio Fraternity label, before being withdrawn for legal reasons. They also backed Jimmy Walls for two records, « What a little kiss can do » and « Look at me eyes », both great country rockers.


Stop, slow down


Jimmy WallsWhat a little kiss can do


Jimmy WallsLook at me eyes

downloadjalyn 327B EP arnold

Arnold Van WinkleWay up on the mountain


The Van Brothers dissapeared until a last record by Arnold Van Winkle (with Doyle Crawford) on the Ohio Jalyn label for an E.P. of sacred songs in 1968, among them « Way up on the mounain ». And that was it.


Sources : Youtube, Eagle LP, hillbillycountry-blogspot (for « Poor boy » story), RCS,and anyone whose information I took from.