Robert J. is a multi-award winning singer/songwriter who has been a mainstay in the Wisconsin music scene for decades. In 2021, he relocated to Connecticut. 2022 marks his 49th year playing in clubs, beginning with his college years in Detroit, through his time playing and living in Crested Butte, Colorado to his many years in Madison. Robert's music is a blend of styles which flow along the Mississippi River, from blues to country, folk to roots rock & roll. His solo show consists of well crafted original songs and many of the classic tunes we all know. He mixes acoustic guitar, harmonica and soulful vocals to create an authentic sound all his own.

Sounds Like: John Hiatt, Delbert McClinton

Latest News

Robert J. and his country rocking Americana band, The Rowdy Prairie Dogs have released their second CD, BARLAND. Get your copy now! Or, download the songs on Robert's website at

Robert J. Bio

Robert J. has been a mainstay in the Wisconsin music scene ever since releasing his first record Boys Town in 1986. Since then, he has released a total of 10 CDs. In 2003, he was named Wisconsin Male Vocalist of the year and has garnered over a dozen MAMA and WAMI Awards to date. Among other achievements, his song, "A Million Miles Away" won top honors in Billboard Song Contest, and in 2015 the Madison Area Music Association awarded Robert with the Lifetime Legacy Award for songwriting. He has had success with his bands, Boys Town, The Moon Gypsies, and The Rowdy Prairie Dogs and many remember him from his time hosting The Sunday Jams at Schenk's Corner (518 consecutive Sundays). Over the years Robert J. has shared the stage with many well known artists including The Beach Boys, Taj Mahal, The Subdudes, The Nitty Gritty Dirt Band, Delbert McClinton, LeAnn Rimes, John Eddie, Paul Thorn and many more. Recently, Robert released his patriotic protest song and video, America (Oh Say Can You See). The Isthmus wrote that it "is a song that not only sounds American, but one that does its best to illustrate what truly is American -- a spirit of patriotic dissent".


1999 - 1st place in the Billboard songwriting contest in the Blues/R&B category for his song, "A Million Miles Away".

2003, Won a WAMI(Wisconsin Area Music Award) for Male Vocalist of the Year.

2004, Starts PopBomb Records with investors.

2005 - Produces Lucas Cates debut CD, "Contradictory" for PopBomb Record released in 2006.

2005 - Wins 1st and 2nd place in the Berghoff and Blues Song Contest with his songs "Will It Always Be This Way" and "A Million Miles Away".

2005 - Signs 4 song publihsing deal with L.A. based "Transition Music".

Spring, 2007 - Lucac Cates CD, CONTRADICTORY, produced by Robert wins 3 awards at the MAMAs including BEST POP RECORD and BEST POP SONG.

August, 2007 - Robert sang 2 songs for the indy film, "Madison" to be hitting the festival circuit in 2008. Also "Rewind" from the new "Blur" CD is placed in the film.

September 2007 - Wins Broadjam/Berghoff & Blues World Wide Talent Search.

2008 - MAMA Awards
Robert J. - A Beautiful Blur
-Rock Album of the Year
-Pop Song of the Year
-Male Vocalist of the Year
The Rowdy Prairie Dogs - The Revenge of the Rowdy Prairie Dogs
- Country Bluegrass Album of the Year
- Country Bluegrass Song of the Year
- Folk/Americana Song of the Year

May 2008 - WAMI AWARD - The Moon Gypsies win best Folk/Acoustic Group of the Year.

2015 - Founded the MAMA CARES program of the Madison Area Music Association which helps fellow musicians and their families in times of hardship.

2015 - The MusicNotes Lifetime Achievement Award for his Songwriting.

2018 - Harmonica Player of the Year

2019 - Acoustic Guitar Player of the Year

2020 - MAMA Awards
- Blues Song of the Year - The Saddest March of All
- Folk/Americana Song of the Year - Fly Away
- Country/Bluegrass Song of the Year - So I Can Be The Man For You

- Country/Folk Album of the Year - BARLAND
- Country/Bluegrass Song of the Year - 57 Chevy
- Blues Song of the Year - Storm Watcher
- Country/Blues Performer of the Year - RJ


Robert J. solo artist and Moon Gypsies releases.

Moly Be Damned - 1979(single)
Boys Town - 1986
I'm Yours(single) - 1986
It's You(single) - 1987
Hey Amanda(single) - 1989
Dixie Highway - 1992
No Brakes, No Choice, No Exit - 1994
We Knew Love(single) - 1996
Family Tree - 1998
"The Moon Gypsies" (1999),
"Slip" (2002) - The Moon Gypsies
"I Ride A Hog" (2003) - The Moon Gypsies
Rewind (Anthology) - 2004
A Beautiful Blur - 2007/2008
The Revenge of the Rowdy Prairie Dogs - 2007/2008
America (Oh Say Can You See) - 2018 (single)
The Saddest March of All - 2020 (single)
Fly Away - 2020 (Single)
Barland - 2021 - The Rowdy Prairie Dogs


All the basics...Elvis, Hank Williams, Bob Dylan, The Beatles, The Stones, CCR, Poco, Joni Mitchell, CSN&Y, The Allman Brothers, Marshall Tucker, Little Feat, Springsteen, Pete Seger, Bob Seger, blues, 60's R&B, Real country and old jazz.

Robert J. - Bio

Robert J. Conaway grew up literally "riding the rails," following the career of his father, an executive with the Canadian National Railroad. He lived in Duluth, Minneapolis, Seattle, Chicago, Buffalo, Vancouver, Toronto, and Detroit. During college, he worked as a "gandy dancer" on the railroad while finishing up his education at night school, and on the weekends he played in bands. When Robert graduated, he quit his railroad job, jumped in the "band van" and migrated to Colorado with a band called Happy Trails.

Like the mighty Mississippi River, Robert J.'s music flows from the many different genres that pepper the river's banks. Robert J.'s music encompasses elements of blues, rock n roll, R&B/soul and floor-stomping country. Such a mix of genres gives his music its own unique flavor and has allowed him to share the stage with artists of all genres including, The Beach Boys, Taj Mahal, Delbert McClinton, Keb Mo, The Subdudes,The Nitty Gritty Dirt Band, Diamond Rio and many, many more.

Over the years, Robert J. has played thousands of shows with countless bands. He has written hundreds of songs. He's lived at least several lives, and throughout it all, Robert J. has always tried to make sense of life through song. "His lyrics are direct, edgy reenactments of life itself".

In the fall of 2007 after finishing work on two new CDs, Robert J. had a heart attack while raking leaves in his backyard! When the ER doctor told him the six words that threatened to shake his foundation: "You are having a heart attack," all he could think about was his wife, his kids and the songs that he hadn't finished writing.

Since then, Robert J. has gone through cardiac rehab, lost 24 pounds, written over 25 newly inspired songs, formed his new band, "The Rowdy Prairie Dogs", released two CDs, Winning 6 MAMA Awards including, Best Country CD, Best Rock CD and Vocalist of the Year. "The Revenge of the Rowdy Prairie Dogs" CD was released to Americana radio where it climbed to #19 on the Americana chart in Europe and to #14 on the Roots Rock Chart in America!
The RPDs have shared the stage with The BoDeans and The New Riders of the Purple Sage and showcased at the Steelbridge Song Festival, Riverfront Rendezvous and Summerfest.
This past year, Robert has reunited with The Moon Gypsies and will be playing shows with them in 2016. Also, this winter, Robert J. will be recording his next CD due out in 2016.


"Anxious road songs, weary heart songs, monochrome self-portraits of mavericks trapped in a continuum of mental turmoil and unease." - Tom Laskin, The Isthmus, Madison, WI Mar. 2002

Biography #1.Robert J. has had a guitar in his hand since the age of 2. His early attempts at trying to be the next BIG "Singing Cowboy" sensation were layed to rest when his parents wouldn't buy him a horse. Instead, he entered kindergarten and pursued an education. His love for music, especially rock and roll continued to grow and grow. He saw the Beatles at Comisky Park in 1965. He saw the Grateful Dead open for Jefferson Airplane in 1967 (or was it '68). After graduating from college, he jumped in the band van and migrated from Detroit to the mountains of Colorado. The band's name was "Happy Trails"! Basically, Robert has been jumping in the band van and following the "Happy Trail" ever since.

BIOGRAPHY #2. Robert J. has lived all over North America; from Northern Minnesota to Vancouver, Toronto, Chicago, Detroit, Buffalo, Seattle, L.A., and Colorado. He has called Madison, Wisconsin his home for the last 24 years. Robert has put out 4 recordings since 1986 and an anthology disc called "Rewind" was released on PopBomb Records in late 2004. Robert has received many songwriting awards and in 1999 won 1st place honors in the Billboard Songwriting Contest for his R&B song "A Million Miles Away". In 2003, Robert was given the Male Vocalist of the year award from the Wisconsin Area Music Industry(WAMI's) Robert has played shows with many acts including Ray Charles, The Beach Boys, Taj Mahal, The Subdudes, Buckwheat Zydeco, Delbert McClinton, Ellis Paul and the Nitty Gritty Dirt Band.


Hank Thomas
over 30 days ago to Robert J.

"57 Chevy". I like that one quite a bit. Nice Job Robert!

Hank Thomas

1 Replies
Robert J.
over 30 days ago

Hey Hank, Thanks for listening and liking my song 57 Chevy. I'm in East Hampton, just relocated from Madison, WI. My wife is from Wallingford originally and accepted a job back in Connectictut. I"m playing a few solo gigs but looking for more. If you have any suggestions, please, let me know. Thanks! RJ

Margie & Art Corey
over 30 days ago to Robert J.

Robert J, your song, "America" is absolutely Brilliant!! I watched the Video and this is Top Notch!! Great writing, Incredible Music and the Video is Superb!! 5 Stars & Likes....if I'd had the chance!!
Toodles & Stay Safe
The Corey's........

Margie & Art Corey
over 30 days ago to Robert J.

Hey Mr. Robert J, your song, "57 Chevy" is just flat out incredible!! Love the lyrics, the Music is Spot-on and your Voice is perfect for this composition! Do you play live in Madison Wisconsin, wish we lived closer, your are truly a gift Sir!! 5 Stars & Likes!!

Stay Safe.......
The Corey's
PS, if you feel really Wild & Crazy, lets connect thru Broad Jam!!

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