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A heartfelt country ballad steeped in dust, memory, and resilience, “Cowboy Up” tells the story of a man navigating heartbreak and holding onto love lost. From rodeo nights and moonlit dances to quiet diners and fading echoes by the creek, each verse paints a vivid picture of longing and grit. With a chorus that champions strength through sorrow, the song blends classic Americana imagery with emotional depth—celebrating the spirit of moving forward, even when the past rides close behind. It’s a tribute to love, loss, and the enduring cowboy way.

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John Simon is a multi-talented writer, songwriter, and creative entrepreneur based in Guthrie, Oklahoma. After spending 23 years behind the wheel as a dedicated truck driver, John's life took a turn when health concerns forced him off the road. Rather than slowing down, he shifted gears—channeling his grit, heart, and storytelling instincts into writing books and music that celebrate rural life, personal freedom, and the spirit of Americana.

He is the founder of Simon Music and Okie Radio, platforms that amplify original songs and stories rooted in tradition, humor, and emotional depth. Whether he's crafting heartfelt ballads, playful animal adventures, or patriotic anthems, John's work resonates with audiences who appreciate authenticity and a good story well told.

John lives with his family in Guthrie, where he's surrounded by the love of his loyal Pitbull, Rona, and the inspiration of Oklahoma's wide skies and close-knit community. His creative journey is a testament to resilience, reinvention, and the power of storytelling to connect, heal, and uplift.

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Cowboy Up and Ride On

Collections

Cowboy Up and Ride On

Simon Music

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