A postage printing system includes a transport device for feeding an envelope in a path of travel through the postage printing system, a printer for printing a postal indicia and an ad slogan on the envelope, and a control system in operative communication with the transport device and the printer. The control system obtains an indication from an operator of a selected print location for the ad slogan and determines if the postal indicia and the ad slogan may be printed in a single pass through the postage printing system.