A mechanistic understanding of adhesion in soft materials is critical in the fields of transportation (tires, gaskets, seals), biomedicine, micro-contact printing, and soft robotics. Measurements have long demonstrated that the apparent work of adhesion coming into contact is consistently lower than the intrinsic work of adhesion for the materials, and that there is adhesion hysteresis during separation, commonly explained by viscoelastic dissipation. Still lacking is a quantitative experimentally validated link between adhesion and measured topography. Here, we used in situ measurements of contact size to investigate the adhesion behavior of soft elastic polydimethylsiloxane (PDMS) hemispheres (modulus ranging from 0.7 to 10 MPa) on four different polycrystalline diamond substrates with topography characterized across eight orders of magnitude, including down to the Ångström-scale. The results show that the reduction in apparent work of adhesion is equal to the energy required to achieve conformal contact. Further, the energy loss during contact and removal is equal to the product of intrinsic work of adhesion and the true contact area. These findings provide a simple mechanism to quantitatively link the widely-observed adhesion hysteresis to roughness rather than viscoelastic dissipation. Figure 1: Comprehensive topography characterization for four rough nanodiamond surfaces. The surface topography was measured using a multi-resolution approach that combines transmission electron microscopy (rightmost region of the curves), atomic force microscopy (intermediate region), and stylus profilometry (leftmost region). The nanodiamond surfaces are designated using the following nomenclature: ultrananocrystalline diamond (UNCD) is shown in red; nanocrystalline diamond (NCD) in black; microcrystalline diamond (MCD) in green, and a polished form of UNCD (polished UNCD) in blue. AFM images (of 5-micron lateral size) are shown in the left inset; TEM images are shown in the right inset. More than 50 measurements for each surface are combined using the power spectral density, which reveals the contribution to overall roughness from different length scales (wavelengths). These comprehensive descriptions of surface topography enable the determination of true surface area and stored mechanical energy due to the topography, which are necessary to understand adhesion.The model for (Eq. 4) is applied to the measured data as shown in Fig. 3A using 1 = 25 ± 5 mJ/m 2 [29,33]. The best correlation between the experimentally measured work of adhesion and the predictions of Eq. 4 was obtained using the intrinsic work of adhesion of 37.0 ± 3.7 mJ/m 2 (R 2 = 0.67). The explicit accounting for the change in area of the soft surface led to improved model predictions; if we do not account for this change (calculations shown in Supplemental Section 4) the best fit to the measured data is significantly poorer (R 2 = 0.29).