A target designating dispensing system includes a targeting actuator interface configured for coupling with a targeting actuator of a tool, such as a dispenser. A target designator of the system includes a dispensing target display that provides a dispensing target representation and a designator reticle movable in the dispensing target display. A targeting controller communicates with the targeting actuator interface and the target designator. The targeting controller includes an indexing module that associates a designator reticle location on the representation of the dispensing target to a flow target on the dispensing target. An actuator control module of the targeting controller communicates with the targeting actuator to direct the dispenser at the flow target. In an example, the actuator control module maintains the direction of the dispenser at the flow target with movement of one or more of the dispensing target or the flow target relative to the dispenser.