It may be getting easier to teach an AI new tricks, but don’t expect the lessons to stop coming any time soon.

Laura van Wyngaarden, COO and co-founder of the contract review platform Diligen, has seen the time it takes to successfully train an AI system drop significantly over the past few years. But the challenges left on the table may have less to do with the density of a given practice area than the fluid conditions governing ever-evolving regulatory frontiers like privacy.