A system's apparent simplicity depends on whether it is represented classically or
quantally. This is not so surprising, as classical and quantum physics are descriptive
frameworks built on different assumptions that capture, emphasize, and express different
properties and mechanisms. What is surprising is that, as we demonstrate, simplicity is
ambiguous: the relative simplicity between two systems can change sign when moving between
classical and quantum descriptions. Thus, notions of absolute physical simplicity---minimal
structure or memory---at best form a partial, not a total, order. This suggests that
appeals to principles of physical simplicity, via Ockham's Razor or to the "elegance" of
competing theories, may be fundamentally subjective, perhaps even beyond the purview of
physics itself. It also raises challenging questions in model selection between classical
and quantum descriptions. Fortunately, experiments are now beginning to probe measures of
simplicity, creating the potential to directly test for ambiguity.