The musicologist Robert "Mack" McCormick opined that Hopkins is "the embodiment of the jazz-and-poetry spirit, representing its ancient form in the single creator whose words and music are one act". He was a notable influence on Townes Van Zandt, Hank Williams, Jr., and a generation of blues musicians like Stevie Ray Vaughan, whose Grammy winning song "Rude Mood" was directly inspired by the Texan's song "Hopkins' Sky Hop."
Hopkins was born in Centerville, Texas. As a child, he was immersed in the sounds of the blues. He developed a deep appreciation for the music at the age of 8, when he met Blind Lemon Jefferson at a church picnic in Buffalo, Texas. He went on to learn from his distant older cousin, the country blues singer Alger "Texas" Alexander; Hopkins had another cousin, the Texas electric blues guitarist Frankie Lee Sims, with whom he later recorded. Hopkins began accompanying Jefferson on guitar at informal church gatherings. Jefferson reputedly never let anyone play with him except Hopkins, and Hopkins learned much from Jefferson at these gatherings.
In the mid-1930s, Hopkins was sent to Houston County Prison Farm, but the offence for which he was imprisoned is unknown. In the late 1930s, he moved to Houston with Alexander in an unsuccessful attempt to break into the music scene there. By the early 1940s, he was back in Centerville, working as a farm hand.

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