The systems and methods described herein generally relate to automatically determining an anatomical measurement of an ultrasound image. The systems and methods identify a view characteristic of an ultrasound image. The ultrasound image includes one or more anatomical features. The systems and methods select a diagnostic measurement (DM) tool based on the view characteristic, on a graphical user interface (GUI), which is generated on a display. The systems and methods receive a first selection at a first position within the ultrasound image, and automatically determine an anatomical measurement, to be performed upon the ultrasound image utilizing the DM tool, based on the first position.