The U.S. Bureau of Mines (USBM) conducted ground pressure analysis of a wide abutment-type chain pillar in a two-entry gate road of a Western U.S. coal mine with an extremely weak immediate roof. About 15 m of fragile, low-strength mudstone lies between the seam and the lowest competent roof member. Three- and two-entry gate road designs with several pillar sizes and various secondary support systems have been employed to improve tailgate-entry stability, with varying results. This report discusses gate road layout and performance and secondary support effectiveness. The results of the pillar pressure study are compared to pillar loading predicted by a widely used pillar design method and to similar studies in other mines. A stability evaluation of the most recent longwall headgate, using the USBM Analysis of Longwall Pillar Stability (ALPS) method, indicates marginal stability in first-panel mining and instability in second-panel mining. The ALPS method and the USBM Coal Mine Roof Rating system are used to evaluate tailgate-mining stability of the previous gate roads and to determine pillar and entry width and top coal thickness criteria for tailgate stability in future panels.