In a thermodynamic process with measurement and feedback, the second law of thermodynamics is no longer valid. In its place, various second-law-like inequalities have been advanced that each incorporate a distinct additional term accounting for the information gathered through measurement. We quantitatively compare a number of these information measures using an analytically tractable model for the feedback cooling of a Brownian particle. We find that the information measures form a hierarchy that reveals a web of interconnections. To untangle their relationships, we address the origins of the information, arguing that each information measure represents the minimum thermodynamic cost to acquire that information through a separate, distinct measurement procedure.