The present technology is directed generally to systems and methods for selecting neural modulation contacts from among multiple contacts. A system in accordance with a particular embodiment includes a patient implantable signal delivery system having (n) contacts positioned to deliver therapy signals to a patient, where (n) is greater than three, and an external signal generator coupled to the signal delivery device and having a computer-readable medium containing instructions that, when executed, perform the operations of (a) identifying a contact pair, (b) delivering neural modulation signals to the contact pair, (c) changing one or more of the contacts of the contact pair, and (d) repeating operations (b)-(c) for each of at most (n−1) unique contact pairs.