Comment by bcon

NASA has funded SBIR topics on automating EVA scheduling; TRACLabs (based in Clear Lake) has done some of this work, see http://traclabs.com/research/our-thought-leaders/ and particularly work by Debra Schreckenghost, Pete Bonasso, and Scott Bell. So NASA is developing automated scheduling tools and prototypes exist, they're just taking some time to reach your desk.