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Samantha Crain, an Oklahoma born songwriter with Choctaw heritage, performs songs full of expansive melodies that veer off in unpredictable directions, with lyrics that explore conflicting emotions with uncommon insight and compassion. She has a jazz singer’s phrasing, often breaking words into rhythmic fragments that land before and after the beat, stretching syllables or adding grace notes to uncover hidden nuances in her lyrics. Cleverly characterized as “a prairie-bred, meat-and-potatoes Joanna Newsom” and “like Judy Garland singing Neutral Milk Hotel songs”, Crain brings together diverse musical worlds with an individuality that has only grown in boldness and audacity over time.