Classic Billie Holiday to soothe your troubled soul. Billie Holiday was a troubled soul herself, with a lifetime of sorrows on her shoulders. She just straight-up had a bad life. She was one of those people who was born into eternal night, and no amount of fame or money could set her free. So how is it, with all the heartbreak and pain she had to pour into it, that her music should be so soothing? I can’t say it’s uplifting; that pain is in there, after all. But there’s something in her voice that’s like a salve, easing the spirit. Did she sing to soothe herself too? Possibly – a lot of people do. Despite all her personal demons, she had the gift of making other people feel better.