Experiments and classical dynamics simulations are performed to determine the energy transferred when C4H4S+, Si(CD3)3+, and Fe(C5H5)2+ collide with clean Au(111), hexanethiolate/Au(111) and various organic multilayer surfaces. For these various ion-surface pairs, the energy transferred to the surface Esurf can be described by a linear function of the incident energy E over the range E = 10-70 eV. For the hexanethiolate and organic multilayer surfaces, the slope of this line varies from 0.65 to 0.94 and indicates an efficient transfer of energy to the surface. For the clean Au(111) surface, Esurf is much smaller with slopes of 0.15 and 0.43. Classical dynamics simulations quantitatively duplicate the Esurf behavior for Si(CD3)3+ scattering off hexanethiolate and find that Esurf varies roughly with Ecos0.8(θi), where θi is the incident ion angle.