A system and method for establishing and maintaining wireless communications links between a secure vehicle, a self-service terminal, and an item being transferred therebetween. The item to be transferred, the secure vehicle and the self-service terminal are equipped with short-range communications devices to enable the detection of proximity there between. The security personnel are also equipped with a short-range wireless communications device to enable the detection of proximity between the security personnel and the item. A security system of the item to be transferred is activated dependent upon the proximity between the security personnel and the item. The security system may be primed and turned off by detection of proximity between the short-range wireless communications devices of the item to be transferred and the secure vehicle or self-service terminal respectively.