’s house in rural Western Massachusetts is like driving through one of his songs. It’s just after New Year’s and the Berkshires really do seem dreamlike on account of the frosting. A country road pierces the woods, leading to a small clearing. Go right and you’ll find the home that Taylor shares with his wife, Caroline “Kim” Smedvig, and. It’s cozy and unimposing, save for the autographed photo of the Obamas that shares shelf space with family vacation photos.
For a time, the rumbles of marital discontent were drowned out by music. The Taylor household was filled with the progressive folk of Pete Seeger, the raw blues of Lead Belly, the biting satire of Tom Lehrer, and show tunes by the likes of Lerner & Loewe and Rodgers & Hammerstein. Trudy even brought the kids up to New York City by train to catch the latest Broadway productions. “My mom really was very active in finding things for us to do,” he says.
He followed it to New York City, where he met up with Danny “Kootch” Kortchmar, a childhood friend and musical collaborator he’d met on his family’s summer trips to Martha’s Vineyard. Together they formed a band, The Flying Machine, and played a regular gig at a Greenwich Village club called The Night Owl.
Taylor recorded his first album in the fall of 1968, literally following the Beatles into London’s Trident Studios after they had recorded “Hey Jude” and tracks for ‘The White Album.’ For a young artist, the experience was both intimidating and inspiring. “It was like, ‘Holy cow, I can’t believe this.’” His self-titled debut was released that December, but it got lost in the shuffle of Apple’s increasingly dire business problems. “I’m sure Apple was hemorrhaging money like crazy.
For years, another recurring theme in his life was addiction. His struggles with heroin contributed to the collapse of his first marriage to fellow singer-songwriter
One of my all-time favorite artists!
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