56. "You're Gonna Make Me Lonesome When You Go" (1975)
Jim James: Blood on the Tracks has always been one of my favorite Dylan records – it's the classic tough-love album to turn to when you're feeling kind of alone. "You're Gonna Make Me Lonesome When You Go" might win my repeat-listening award. I don't know if it's just the acoustic guitar and the bass, the way they work together rhythmically, but when I hear the song, it's just the essence of love. He's describing everything so viscerally. I can almost smell the trees and different people I've known over the years, the flowers, the sunlight – the way things look when you're falling in love and how that turns in on itself when you have to leave or move on or life changes you or changes the other person. He's reflecting on it in such a beautiful way, saying that person will always be a part of him. He'll see her everywhere.