In one aspect, a calibration method for a seed meter may include controlling an operation of a singulator to apply an initial aggressiveness setting for the singulator. The method may further include controlling the seed meter to rotate a seed transport member of the seed meter relative to a seed chamber of the seed meter containing a plurality of seeds. The method may additionally include performing a calibration cycle, which may include monitoring a first parameter indicative of a number of occurrences of seed multiples as the seed transport member rotates, iteratively adjusting the aggressiveness setting from the initial aggressiveness setting as the first parameter is being monitored, and when the first parameter crosses a first threshold, recording the associated aggressiveness setting as a minimum aggressiveness setting for the singulator.