Root-zone soil moisture controls the land–atmosphere exchange of water and energy, and exhibits memory that may be useful for climate prediction at monthly scales. Assimilation of satellite-based surface soil moisture observations into a land surface model is an effective way to estimate large-scale root-zone soil moisture. The propagation of surface information into deeper soil layers depends on the model-specific representation of subsurface physics that is used in the assimilation system. In a suite of experiments, synthetic surface soil moisture observations are assimilated into four different models [Catchment, Mosaic, Noah, and Community Land Model (CLM)] using the ensemble Kalman filter. The authors demonstrate that identical twin experiments significantly overestimate the information that can be obtained from the assimilation of surface soil moisture observations. The second key result indicates that the potential of surface soil moisture assimilation to improve root-zone information is higher when the surface–root zone coupling is stronger. The experiments also suggest that (faced with unknown true subsurface physics) overestimating surface–root zone coupling in the assimilation system provides more robust skill improvements in the root zone compared with underestimating the coupling. When CLM is excluded from the analysis, the skill improvements from using models with different vertical coupling strengths are comparable for different subsurface truths. Last, the skill improvements through assimilation were found to be sensitive to the regional climate and soil types.