Described is a system and method for training a machine learning network. The method comprises initializing at least one of nodes in a machine learning network and connections between the nodes to a predetermined strength value, wherein the nodes represent factors determining an output of the network, providing a first set of questions to a plurality of users, the first set of questions relating to at least one of the factors, receiving at least one of choices and guesstimates from the users in response to the first set of questions and adjusting the predetermined strength value as a function of the choices/guesstimates. The real and simulated examples presented demonstrate that synthetic training sets derived from expert or non-expert human guesstimates can replace or augment training data sets comprised of actual training exemplars that are too limited in size, scope, or quality to otherwise generate accurate predictions.