Abstract: An improved machine for automatically applying transfers such as tax stamps to multiple packages contained in a carton is disclosed. The machine comprises a conveyor for advancing a carton through an opening station, where it is opened to expose the packages therein, through a stamping station, where tax stamps in the form of heat or water transfers or ink printing are applied to each of the packages by a movable platen, and through a closing station where the carton is closed and resealed. The machine is adjustable to accommodate a variety of carton and package sizes and to apply the transfers to a selected part of each package in the carton accurately, while using stock transfer sheets on which the transfers are mounted with a predetermined spacing that does not necessarily correspond to the spacing of packages within the carton.