About Billy

About Billy Prewitt: Talented Blues Artist

Born in 1945, Billy Prewitt is a self-taught musician who initially learned how to play the guitar, harmonica, and bass. He became skilled enough to make a living until he met the great late Otis Rush, a legendary guitarist and singer-songwriter with 41 classic blues albums who hired him and taught him how to play blues. How that came about is described in episode #5 of his podcast called Talk A Blues Streak. Explore Billy’s adventure from being an up-and-coming musician to becoming a well-known blues artist in Chicago, IL.

Billy Prewitt Playing the Electric Guitar

Musician Journey

  • Earning a "Streetwise" Diploma to Focus on Playing the Blues

    Dropping out of school allowed Billy to move forward exploring the magic of Chicago’s South Side blues. His goal was to eventually move to Chicago however, Billy was allowed to join the United States Air Force at only 16. At that time he still worked with many local music groups on and off Vandenburg Air Force Base where he was stationed.

    Billy Prewitt

    He formed his first group in 1962 and met a very young Buddy Miles, who was from the local rival group called “The Premiers.” That interesting story is in Episode #1 of his podcast.

    Later that year, he also met Otis Redding and was encouraged to stay positive and continue playing blues before he passed away a few weeks later revealed in Episode #2

    Otis Redding 1941 - 1967
    Otis Redding 1941 – 1967
  • Post-Military Life

    After the military service with his honorable discharge in hand, Billy moved to Miami, formed a new band, and worked with Wayne Cochran as the house band at the local club called “The Barn.” Then he moved to metropolitan New York City to work at local Greenwich Village night spots playing whenever he could, where he met Paul Butterfield in the elevator of the historically artsy Albert Hotel where they both were staying. Paul convinced Billy to move to Chicago and play the blues.

    After that chance encounter, critics began comparing Billy to Paul in musical reviews because of their similar electric Chicago-style approach and aggressive amplified harmonica sound.

    Hall of Famer & Grammy winning Richard Shurman has referred to Billy as “The ghost of Paul Butterfield”.  50 years later Richard would host the documentary that was made about Billy’s life and went on to win the only Emmy ever awarded to a blues film called Talk A Blues Streak which is now a registered trademark.

    Billy Prewitt
    Documentary Shoot
  • His Time in Chicago's Old Town

    Determined to become a part of the Chicago Blues scene Billy went from club to club and eventually found himself sitting in live on stage with Freddy King, Howlin’ Wolf, Otis Span, and other legendary bluesmen finally becoming a regular at the historic Mother Blues Nightclub on Wells Street. It was there luck was with him one night when he landed a permanent job with blues master Otis Rush that would last for many years through the 1970s. 

  • Experience Working with Otis Rush

    Otis became his mentor as they traveled together from Chicago to New York city and beyond. They even played the very first Ann Arbor Blues Festival that became an historic event, which had over 10,000 spectators, in 1969.

    Billy was hungry to learn so he became friends with Wayne Bennett, the original guitar player on Bobby Bland’s early albums, and learned lots of licks from Wayne as well as Hubert Sumlin who was Howlin’ Wolfs guitar player and wrote many hook blues riffs. By then, Billy had already visited 2120 South Michigan Avenue that was the nearby legendary Chess Recording Studios.

    On March 23, 1969, Otis and Billy’s picture standing proudly together were featured on the cover of the Chicago Sun-Times Sunday magazine. The feature article was titled “Black, White, and the Blues.”  In the multi-page story were pictures and details of Magic Sam, Sam Lay, Howlin’ Wolf, Muddy Waters. Billy was the focal point of the story since he was one of the few white bluesmen way back in the 60’s.

    Otis Rush 1934 - 2018
    Otis Rush 1934-2018
  • Coming into His Own as a Blues Artist

    Paul Butterfield became the first white musician to bring Chicago blues to the white radio audience, and Billy was close behind in this regard. Billy attended the original Woodstock and became inspired to produce his own album while working with Sam Lay, the original Butterfield Blues Band drummer and Otis. His side men included Phil Upchurch on bass guitar and the late Donny Hathaway on keyboards. That complete story is on his podcast in Episode #4.

    The late Steve Goodman heard Billy in the studio and asked him to play harmonica on a demo tune he wrote called “The City of New Orleans,” which went on to be a big hit for Arlo Guthrie. Billy’s efforts were starting to pay off but the best was yet to come.

  • Forming Another Trend-Setting Band

    The next job to come along was with a 14-piece black soul band called Baby Huey & the Baby Sitters. The band played their powerful sets from Rush street to being featured at a New York festival called SOUND STORM with the Grateful Dead, Illinois Speed Press & Rotary Connection.

    At this point, Billy couldn’t resist forming another band of his own. Having always had a sense of humor about his legal name, “Horace William Prewitt III,” he called his new group “Horace Monster” since the rumor on the street was that he had evolved into a monster guitar player.

    One of the local performers who auditioned for his band was Chaka Khan, who had formed a band called “Rufus.”  Billy & Chaka became close friends and had many interactions from then on.  That story is scheduled to be posted shortly on the podcast “Talk A Blues Streak.”

    Horace Monster would continue working in one form or another for the next 15 years, from originating in a Rock & Roll/Rhythm & Blues format to evolving into a 3 piece power blues trio. There are a few surviving Monster videos of the trio on the video page as well as Chicago’s very first music video filmed in 1979. This was before bands were making music videos and before MTV started airing music videos beginning in 1981. 

    The band was voted the Top Blues/Rock Act of 1975 by the Chicago Reader’s Annual Poll and Horace Monster often became a topic of conversation when Steve Dahl had national radio shows that originated in Chicago and he has finally earned national recognition as the elder statesman of Chicago music radio.

  • Becoming a Solo Blues Artist

    After spending two Chicago winters in 1976 and 1977 living in his van because he was watching his pennies, he met Lowell George, the lead singer of Little Feat, who showed interest in recording four of Billy’s songs. This was a few week before Lowell passed away and that story is documented in the film Talk A Blues Streak. Billy then went on his own with a acoustic blues solo career for the next few years.

     

  • Rollercoaster Years in His Career

    Billy was asked to join a new version of “Alliotta, Haynes, and Jeremiah” to replace the late Skip Haynes who wrote Lake Shore Drive. The new band was called Acme Thunder and was very well received when they toured. 

    When Billy finally left the group after a good run they searched for a worthy replacement to fill Billy’s shoes and Harvey Mandel was chosen.

    Later, Billy would team up with singer and lead guitar player Mark Skyer, who had just returned from touring with “Canned Heat” and Harvey Mandel. Mark and Billy became a blues duo.

  • Prolific Writing and Recording Songs

    In the late 70s, Billy was inspired and wrote many songs including The Hollywood Sign, Then, he wrote and recorded “Feels like Gold” which got lots of airplay on WLUP, WXRT, WLS, and WMET. The songs were road tested being well received when played live in bars.

    He also recorded a popular WXRT commercial for The Chicago Music Company.

    Today he is writing a new song for each podcast about the artist featured in each episode and the story told.

  • Forming the Greased Lightning Blues Band

    Inspired to bring back 60s and 70s doo-wop street corner blues music at summer festivals, Billy took his well-known double-neck lightning bolt guitar back out of the huge case that had wheels and started a new band in 1990.

    Six years later, he would meet the late great blues singer Bobby “Blue” Bland, who encouraged him to stay loyal to the blues. That episode will be on the podcast page shortly.

Reconnections

In this new age of computers, Billy’s old friend from Chicago and fellow blues artist Charlie Musslewhite uses a Blackberry to communicate with him while he is on tour. They found that both of their dads were born in Kosciusko, Mississippi, one of the original southern blues Cajun towns as well as other things they have in common including their harmonica styles. 

Recent Years

Going back to his roots as a blues artist, Billy now plays only a few select jobs each year exclusively for blues enthusiasts. He is always thinking “outside the box” and not afraid to try something new. This mindset helped him become Chicago’s first “One-Man Jam” empowering him to use a “looping” station to create a 100% improvised, unique blues show. When he is asked to play “The Best of Billy Prewitt,” he says the best has yet to come and with no “Sell By” date!

Billy is often invited to play the largest free blues festival in the world CHICAGO BLUES FEST.  He performed at the Otis Rush Tribute in 2016 and was honored to be onstage to see Otis for the last time with Buddy Guy and many others when Mayor Rahm Emanuel declared June 12th officially Otis Rush day in Chicago.

Then the Crossroads stage at Chicago Blues Fest in 2017.

Then Chicago Blues Fest in 2018.

Then the next Otis Rush tribute in 2019

 Now approaching his 8th decade he still loves performing for an audience, still on fire, loves being part of a jam session, happy to receive invites to continue playing with the musicians in Chicago’s Blues community near and far. He looks forward to meeting blues enthusiasts and seeing you at the next gig.

In the studio Billy currently enjoys creating all new original podcasts called “Talk A Blues Streak,” which is all about the people he has met, places he has been, and everywhere in between. Each episode ends with an original song about the story told.

The podcast is free on Spotify, Apple Podcasts, Google, Podchaser, Player FM, iHeartRadio, Samsung, Boomplay, Amazon with Alexa, or where ever you get your podcast from.

You can also visit PodBean.com and download their free app so you can listen and follow for free with no commercial interruptions.

Talk A Blues Streak Podcast Cover
A Registered Trademark 
Otis Rush 1934 - 2018
Otis Rush 1934-2018
Cover of the Chicago Sun Times Magazine Feature Article "Black, White & the Blues" from 1969

Media Appearances

On March 3, 1982, David Letterman mentioned Billy on his national TV show. Billy was also able to perform as a musician at a new event in Chicago called “Chicagofest” with Dana Clark during that year’s summer.

On December 14, 1990, the star of the “Wild Chicago Show,” Ben Hollis, interviewed Billy about his music for a segment.

On June 19, 2019, historian Richard Shurman interviewed Billy for a documentary about his life playing the blues. This documentary went on to win the only Emmy ever presented for the Best Blues Documentary of the Year from the National Academy of Television Arts & Sciences – Chicago/Midwest Chapter.

Documentary Shoot

Contact Billy for More Information

For additional details about Billy Prewitt and his journey as a blues artist, feel free to reach out to him today. He’d be more than happy to answer your questions about him and his experiences.