EXILED IN CANADA, JESSE WINCHESTER CRAFTED TIMELESS SOUTHERN CLASSICS WHILE SHUT OUT FROM AMERICAN STAGES.JESSE WINCHESTER LEFT THE UNITED STATES RATHER THAN FIGHT IN VIETNAM. FROM EXILE IN CANADA, HE WROTE “MISSISSIPPI, YOU’RE ON MY MIND” AND “THE BRAND NEW TENNESSEE WALTZ” — THEN SPENT YEARS UNABLE TO SING THEM ON AMERICAN STAGES.Jesse Winchester grew up in Mississippi and Memphis, surrounded by gospel, rhythm and blues, rockabilly and the slow Southern melodies that later shaped his writing. He graduated from Williams College in 1966. The following year, after receiving his military draft notice, he crossed into Canada rather than serve in Vietnam. The choice cost him his country, his audience and any simple path into the American music business.Winchester settled in Montreal and began playing coffeehouses. Robbie Robertson of the Band heard him, helped secure a recording contract and produced his 1970 debut. Members of the Band played on the album, but Winchester could not tour the United States to support it. His legal status kept him outside the market most likely to understand the places inside his songs. That distance entered the writing.“The Brand New Tennessee Waltz” sounded like a Southern standard that had somehow gone missing for generations. “Yankee Lady,” “Biloxi” and “Mississippi, You’re on My Mind” carried heat, rivers, memory and homesickness without turning the South into a postcard. Winchester was not writing about home from a front porch. He was writing from the other side of a border.Other singers began carrying the songs where he could not. Joan Baez, Jerry Jeff Walker, Jimmy Buffett, Emmylou Harris, the Everly Brothers and later Willie Nelson, George Strait and Reba McEntire recorded his work. His catalog moved through country, folk and roots music while its author remained largely absent from American stages.In 1973, Winchester became a Canadian citizen. When President Jimmy Carter issued amnesty for Vietnam-era draft evaders in 1977, Winchester’s case required additional intervention because he had taken another citizenship. His manager appealed, and Winchester was eventually allowed to return to the United States without prosecution.The return did not produce a conventional Nashville career. Winchester continued recording, but his quiet delivery and category-crossing songs never matched the louder image of outlaw country. Other artists kept finding commercial possibilities in his catalog: Michael Martin Murphey took “I’m Gonna Miss You, Girl” into the country Top Five, while Nicolette Larson, the Weather Girls and others found success with different parts of his writing.By then, Winchester’s real influence was spreading among writers and singers rather than through his own chart numbers. His songs showed that Southern music could be deeply regional without becoming narrow, and political without turning into slogans. A 2012 tribute album, Quiet About It, brought together James Taylor, Lyle Lovett, Lucinda Williams, Rosanne Cash and Jimmy Buffett to record his work.Winchester died of bladder cancer in 2014 at 69. He had once lost access to his homeland because of a decision the country considered unforgivable. Decades later, American singers from several generations gathered around the songs he had written while standing outside it.
JESSE WINCHESTER LEFT AMERICA RATHER THAN FIGHT IN VIETNAM. FROM CANADA, HE WROTE SOME OF THE MOST SOUTHERN SONGS OF HIS GENERATION — THEN SPENT YEARS UNABLE TO SING THEM…