The "soft" (i.e., noncovalent) interactions between molecules and surfaces are complex and highly varied (e.g.; hydrophobic, hydrogen bonding, and ionic), often leading to heterogeneous interfacial behavior, Heterogeneity can arise either from the spatial Variation of the surface/interface itself or from molecular configurations (i.e., conformation, orientation, aggregation state, etc.). By observing the adsorption, diffusion, and desorption of individual fluorescent molecules, single-molecule tracking can characterize these types of heterogeneous interfacial behavior in ways that are inaccessible to traditional ensemble-averaged methods. Moreover, the fluorescence intensity or emission wavelength (in resonance energy transfer experiments) can be used to track the molecular configuration and simultaneously directly relate this to the resulting interfacial mobility or affinity. In this feature article, we review recent advances involving the use of single molecule tracking. to characterize heterogeneous molecule surface interactions including multiple mode's of diffusion and desorption associated with both internal and external molecular configuration, Arrhenius-activated interfacial transport, spatially dependent interactions, and many more.