Crossroads populate religious and folkloric beliefs all around the world. Stories of an intersection of dimensions, as well as of roads where a guardian-trickster deity awaits to carry human desires to the gods, are widely encountered in European, Caribbean, and West African lore (as well as the legends formed around blues and rock stars). The symbolism of the crossroads speaks directly to one's innate recognition of a charged metaphorical space; a space that is liminal, betwixt-and-between. This notion of the crossroads serves as inspiration for examining the relationship between U2's music and listeners' progressive political awareness—the marriage of critical consciousness and action for social justice and change. To this end, an in-depth study is carried out of six listeners' experiences at the potent crossroads of their developing progressive awareness and their encounters with U2's music.