Phillips was a member of the Industrial Workers of the World (IWW or Wobblies). His views of unions and politics were shaped by his parents, especially his mother who was a labor organizer for the CIO. But Phillips was more of a Christian anarchist and a pacifist, so found the modern-day Wobblies to be the perfect fit for him, an iconoclast and artist. In recent years, perhaps no single person did more to spread the Wobbly gospel than Phillips, whose countless concerts were, in effect, organizing meetings for the cause of labor, unions, anarchism, pacifism, and the Wobblies. He was a tremendous interpreter of classic Wobbly tunes including "Hallelujah, I'm a Bum," "The Preacher and the Slave," and "Bread and Roses."