The variability of the outflow structures in the ensemble predictions is hypothesized to be controlled by initial differences in the environmental flow, such as the strength, location, depth, and orientation of a nearby trough. Variations in the general lower-tropospheric structure of the tropical cyclone are also expected to influence the outflow structure. Using the European Centre for Medium-Range Weather Forecasts (ECMWF) and Coupled Ocean/Atmosphere Mesoscale Prediction System for Tropical Cyclones (COAMPS-TC) ensembles for selected tropical cyclones, new error diagnostics will be presented to offer clues on the key features and mechanisms to which the outflow structure is sensitive. The characteristics of the errors in the ensemble predictions are assessed relative to analysis fields, as well as satellite and aircraft observations of the outflow structure.