An adaptive dock for use with media players of varying form factors is provided by an arrangement in which a device connector is located on a moveable sled that is located in the dock's base unit. A device-specific dock insert is arranged for removable engagement with the base unit to allow the base to have applicability to different media players by using the appropriately configured insert. The insert includes a device receiving space having an opening that is located to expose the media player's accessory connector. The insert further includes an actuator that slidably engages with a cam that is located on the sled to impart a lateral motion to the sled as the insert is placed downward into the dock's base unit so as to align the device connector on the sled with the opening in the insert.