Katabatic storms in southeastern Greenland are fierce, density-driven, downslope wind events with substantial implications for the local and downstream weather conditions and climate. This study presents a detailed assessment of their representation across three generations of global reanalysis products (ERA5, ERA-Interim, and ERA40) from the European Centre for Medium-Range Weather Forecasts, paired with a hierarchy of simulations at different grid resolutions with the Community Earth System Model version 2 (CESM2). Using the high-resolution (2.5-km resolution) Copernicus Arctic Regional Reanalysis (CARRA) as a benchmark, we find that the global reanalysis data sets systematically underestimate wind speeds (around 30% in ERA5 and 50% in ERA-Interim and ERA40) and fail to capture key structural features of these regional storms. Similar deficiencies are observed in CESM2 simulations when using standard latitude-longitude grids at 1–2