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The oldest of three children, he was raised in a musical household where he enjoyed writing poetry and playing the piano. At 11, Maestro Fresh Wes discovered his passion for rapping after listening to his father’s copy of Sugarhill Gang’s “Rapper’s Delight.”</span></p> </div> <div class="bio" style="display:none;"> <p><span style="font-weight: 400;">Influenced by iconic figures like Grandmaster Flash and Kurtis Blow from the New York rap scene, Maestro Fresh Wes began breakdancing and rapping with the hope of making it a full-time career. By the age of 15, he had already become a skilled DJ and rapper performing under the name Melody MC. After appearing on the hip-hop radio show </span><i><span style="font-weight: 400;">Fantastic Voyage</span></i><span style="font-weight: 400;"> in 1982, he joined forces with rapper Ebony MC and the two began performing locally as Vision Crew.</span></p> <p><span style="font-weight: 400;">In 1988, Maestro Fresh Wes embarked on a solo career, adopting his now-famous moniker. It was during this time that he met Farley “Flex” Fridal, a young promoter who soon became his manager. Collaborating with DJ LTD under Fridal, Maestro Fresh Wes started recording and releasing independent demos. Among his releases was the track that would soon become one of the most successful and influential Canadian songs of all time, “Let Your Backbone Slide.”</span></p> <p><span style="font-weight: 400;">After being signed by New York-based label LMR, Maestro Fresh Wes released his debut album, </span><i><span style="font-weight: 400;">Symphony in Effect</span></i><span style="font-weight: 400;">. A monumental success, the lead single, “Let Your Backbone Slide,” soared to No. 10 on the RPM Canadian Singles Chart and became the first Canadian hip-hop single to chart in the Top 40. </span><i><span style="font-weight: 400;">Symphony in Effect</span></i><span style="font-weight: 400;"> became the first Canadian rap album to receive platinum certification.</span></p> <p><span style="font-weight: 400;">In 1990, “Let Your Backbone Slide” received its first JUNO nomination. The single was recognized for Best Dance Recording, a result of the lack of dedicated rap JUNO categories at the time. However, the song’s immense popularity and the growing influence of Black music in Canada prompted the JUNOS to establish the Best Rap Recording category in 1991. This decision marked a significant milestone, with Maestro Fresh Wes making history as the award’s inaugural winner.</span></p> <p><span style="font-weight: 400;">Following his groundbreaking debut, Maestro Fresh Wes released his sophomore album, </span><i><span style="font-weight: 400;">Black Tie Affair.</span></i><span style="font-weight: 400;"> This album showcased his versatility, featuring tracks like the ska-influenced “Conductin’ Thangs” and the socially conscious “Nothin’ At All.” </span><i><span style="font-weight: 400;">Black Tie Affair</span></i><span style="font-weight: 400;"> not only displayed Maestro Fresh Wes’s artistic range but also garnered him his 7th and 8th JUNO Award nominations in 1992.</span></p> <p><span style="font-weight: 400;">Over the next several years Maestro Fresh Wes continued to make music, releasing two more studio albums. In 1999, he unveiled his fifth album, </span><i><span style="font-weight: 400;">Built to Last</span></i><span style="font-weight: 400;">, featuring fellow Toronto hip-hop artists Choclair and Ghetto Concept. The lead single “Stick to your Vision” became a Top 40 hit with the album earning a JUNO nomination for Best Rap Recording.</span></p> <p><span style="font-weight: 400;">During the 2000s, Maestro Fresh Wes balanced performing with a successful acting career, directing his focus toward the latter. He secured roles in various TV series, earning acclaim for his work. In 2009, his performance in The Movie Network series </span><i><span style="font-weight: 400;">The Line</span></i><span style="font-weight: 400;"> earned him a Gemini Award nomination for Best Supporting Actor. Shortly after he landed a prominent role as a high school teacher in Gerry Dee’s widely acclaimed CBC comedy series </span><i><span style="font-weight: 400;">Mr. D</span></i><span style="font-weight: 400;">.</span></p> <p><span style="font-weight: 400;">In 2010, Maestro Fresh Wes ventured into the world of writing, co-authoring the self-help memoir </span><i><span style="font-weight: 400;">Stick to Your Vision: How to Get Past the Hurdles & Haters to Get Where You Want to Be</span></i><span style="font-weight: 400;"> alongside his wife, Tamara Hendricks-Williams. He later released his second book, a successful children’s story titled Y</span><i><span style="font-weight: 400;">oung Maestro Goes to School</span></i><span style="font-weight: 400;">, which inspired two JUNO Award-nominated albums in the Children’s Album of the Year category.</span></p> <p><span style="font-weight: 400;">Over the course of his 40-year career, Maestro Fresh Wes has excelled as an actor, author, and motivational speaker all while remaining a prominent figure in Canadian hip-hop. With numerous achievements, including 14 JUNO nominations, JUNO Award wins for Best Rap Recording of the Year and Best Video, and his induction into the Canadian Songwriters Hall of Fame, Maestro Fresh Wes continues to shape the genre and inspire the next generation of artists. </span></p> </div> <button class="read-full-bio button outline-btn">Read Full Bio</button> </div> </div> </section> </div> </div> </div> </article> <section class="career-highlights"> <div class="container"> <div class="container sm"> <div class="career-wrap"> <h2>Career Highlights</h2> <div class="ch-wrap"> <div class="single-ch flex"><div class="ch-lt"> <div class="ch-grid"> <h3>1982</h3> <p>Under the moniker Melody MC, Maestro Fresh Wes made his debut appearance on one of Canada’s earliest hip-hop programs, <em>The Fantastic Voyage</em>.</p> </div> <div class="ch-grid"> <h3>1989</h3> <p>Maestro Fresh Wes released his debut album <em>Symphony in Effect</em> featuring the hit track “Let Your Backbone Slide” on Attic/LMR Records.</p> </div> <div class="ch-grid"> <h3>1990</h3> <p>Maestro Fresh Wes became the first Canadian rapper to have a Billboard Top 40 hit.</p> </div> <div class="ch-grid"> <h3>1991</h3> <p>Maestro Fresh Wes made history as the inaugural winner of the JUNO Award for Best Rap Recording.</p> </div> </div> <div class="ch-rt" data-index="1"> <div class="ch-thumb"> <figure><img src="https://canadianmusichalloffame.ca/wp-content/uploads/2023/11/046_1991_Maestro-Fresh-Wes-Rap-Recording.jpg" alt="Video Thumb"> <figcaption>In 1991, Maestro Fresh Wes becomes the first JUNO winner for Best Rap Recording. </figcaption> </figure> </div> </div> </div> <div class="single-ch flex"><div class="ch-lt"> <div class="ch-grid"> <h3>1998</h3> <p>His fifth studio album, Built to Last was released with the lead single, “Stick to your Vision,” becoming a Top 40 hit.</p> </div> <div class="ch-grid"> <h3>2009</h3> <p>Maestro Fresh Wes was nominated for a Gemini Award for Best Supporting Actor in a Dramatic Role for his performance on the television series <i>The Line</i> on HBO Canada.</p> </div> <div class="ch-grid"> <h3>2010</h3> <p>Maestro Fresh Wes released his co-authored self-help memoir <em>Stick to Your Vision: How to Get Past the Hurdles & Haters to Get Where You Want to Be.</em></p> </div> <div class="ch-grid"> <h3>2019</h3> <p>Maestro Fresh Wes joined the Canadian Songwriters Hall of Fame.</p> </div> </div> <div class="ch-rt" data-index="2"> <div class="quick-fact"> <span>Quick Fact</span> <p>In 1991, he made history as the inaugural winner of the JUNO Award for Best Rap Recording, a category created in response to the popularity and influence of “Let Your Backbone Slide.”</p> </div> </div> </div> <div class="single-ch flex"><div class="ch-lt"> <div class="ch-grid"> <h3>2024</h3> <p>Maestro Fresh is inducted into the Canadian Music of Hall of Fame.</p> </div> </div></div> </div> <div class="loadmore"><a href="javascript:void(0);" class="button outline-btn 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</section> <section class="videos-main pos-relative"> <div class="background-bg"> <picture class="object-fit"> <source srcset="https://canadianmusichalloffame.ca/wp-content/themes/cmhf/assets/images/video-bg@2x.jpg" media="(min-width: 768px)"> <img src="https://canadianmusichalloffame.ca/wp-content/themes/cmhf/assets/images/video-bg-mobile@2x.jpg" alt="Video Background"> </picture> </div> <div class="container"> <div class="sec-title"> <h2>Videos</h2> </div> <div class="video-wrap flex"> <div class="videos-lt"> <div class="videos-list"> <div class="video-list"> <div class="video-thumb"> <div class="play-btn-main flex flex-center"> <a class="play-btn flex flex-center popup-youtube" href="https://www.youtube.com/watch?v=CsPS0lN-ulY&pp=ygURbWFlc3RybyBmcmVzaCB3ZXM%3D"><img src="https://canadianmusichalloffame.ca/wp-content/themes/cmhf/assets/images/play-btn.svg" alt="Play Icon"> </a> </div> <img src="https://canadianmusichalloffame.ca/wp-content/uploads/2023/11/Screen-Shot-2023-11-07-at-1.00.13-PM.png" alt="Video Thumb"> </div> <h6><a href="#">Maestro Fresh Wes - "Let Your Backbone Slide"</a></h6> </div> <div class="video-list"> <div class="video-thumb"> <div class="play-btn-main flex flex-center"> <a class="play-btn flex flex-center popup-youtube" href="https://www.youtube.com/watch?v=wc61Luw2U-8"><img src="https://canadianmusichalloffame.ca/wp-content/themes/cmhf/assets/images/play-btn.svg" alt="Play Icon"> </a> </div> <img src="https://canadianmusichalloffame.ca/wp-content/uploads/2023/11/Screen-Shot-2023-11-07-at-1.00.36-PM.png" alt="Video Thumb"> </div> <h6><a href="#">Maestro Fresh Wes celebrates Canadian Hip Hop | 2019 JUNO Awards</a></h6> </div> <div class="video-list"> <div class="video-thumb"> <div class="play-btn-main flex flex-center"> <a class="play-btn flex flex-center popup-youtube" href="https://www.youtube.com/watch?v=aE8-67z9dGo"><img 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