The Legendre Transform (LT) is a common feature of many upper division and graduate physics classes. However, discussions of it tend to be ad hoc, poorly motivated, and confusing. As a result, the LT equations become something to be memorized without understanding. In this paper we describe a more satisfying way of looking at LT relations both mathematically and physically. Mathematically this results in highly symmetric equations that clarify the structure of the transform both algebraically and geometrically. Physically, we motivate the transform as an issue of choosing independent variables that are easily controlled and give examples drawn from classical mechanics and thermodynamics. In thermodynamics, we demonstrate how the LT arising naturally from statistical mechanics and show how use of dimensionless thermodynamic potentials lead to more natural and symmetric relations.