An air maintenance tire assembly includes an air pumping passageway located within a tire sidewall to generate compressed air. An outlet screw assembly includes an elongate screw body residing within a profiled sidewall bore. The screw body extends through an axial span of the first sidewall to the tire cavity to conduct air from the sidewall air passageway to the tire cavity. The screw body has enlarged sectional end components to deter radial dislodging of the screw body from the sidewall bore during operation.