A wireless charging system for a power tool includes a charging module, docking frame, and tool holder. The charging module has a charging surface and an inductive charging device for charging a power tool resting on the charging surface, and is mounted in the docking frame, which is mounted in a mounting interface of the tool holder such that the charging surface is at an angle. The tool holder further includes a holding portion extending from a downward portion of the mounting interface such that the holding portion transversely supports the power tool. A soft insert structure received in the holding portion forms an interference fit with the power tool and applies a load to the power tool toward the charging surface that urges the power tool to an optimal location for charging, relative to the inductive charging device.