An air maintenance tire assembly includes a tire having a tire cavity to a tire tread region, a pressure control assembly attached to an elongate valve stem projecting from a rim, the pressure control assembly being external to the tire cavity, the elongate valve stem projecting outward from the tire cavity and operative to admit pressurized air into the tire cavity through the pressure control assembly, the first sidewall having an elongate sidewall air passageway therein operatively located to compress segment by segment from an expanded diameter to a substantially reduced diameter responsive to a bending strain introduced into the first sidewall from a rolling tire footprint thereby forcing air, segment by segment, along the air passageway, and a connecting tube connected to the air passageway and the pressure control assembly.