An air delivery system is operable to on-board compressed air to an associated work vehicle from an associated or auxiliary source such as for example an external large compressor or air storage tank for assisting a tire inflation system (TIS) of the associated work vehicle to expedite tire inflation particularly when transitioning to a desired raised tire pressure, and is further operable to off-board compressed air from a compressor of the TIS system on-board the associated work vehicle for delivery from the TIS to an associated or external compressed air consuming device such as an implement attached with the associated work vehicle or the like. A bi-directional air delivery retrofit kit provides on-boarding and off-boarding of an extra-vehicular compressed air product relative to an associated work vehicle. A dual source air delivery system provides pressurized air to an air storage device from on-board and off-board pressurized air sources.