A digital music player cradle for sequentially supporting multiple digital music players includes a base with a cavity in an upper surface. The cavity accepts an end portion of a largest digital music player of the multiple digital music players. A support wall extends from the upper surface of the base for supporting one of the digital music players at a time. A trough in the back of the base extends through the support wall and into the cavity. The trough is provided to route a data cable connected to the one of the multiple digital music players. A plurality of ledges is within the cavity. The ledges are of decreasing size towards the bottom of the cavity and each ledge is sized to hold a different one of the multiple digital music players.