On Monday, Apple revealed a more inquisitive Siri for iOS 9—a direct competitor to Android’s Google Now. Each smartphone feature seeks to anticipate your next move by offering up suggestions, directions, and the like. Hilary Mason, who is founder and CEO of Fast Forward Labs, says Siri and Google Now are examples of “companies using all of the data they’ve gathered about us [to] actually make our lives better.” She joins Ira to discuss how much insight our smartphones have into our behavior, and whether or not there are limits to what they can predict about us.