A loading assembly is provided that is configured to load transport containers with bulk material quickly and efficiently. A container support assembly is also provided that facilitate alignment and stable support of the container throughout loading. In use, a load bin of the loading assembly is inserted and retracted relative to the container by a drive mechanism. The barrier assembly confines the contents of the load bin in the container while the bin is retracted, allowing the contents of the bin to remain within the container upon removal of the bin. The container support assembly includes left and right ramps disposed along side the container. The ramps each include a support surface having an increasing height differential with reference to the ground from the distal end to the proximal end. The support assembly further includes an interface assembly configured to attach to the container and to engage the support surfaces of the left and the right ramps to distribute load onto the ramps. Thus, with the container properly positioned, a substantial portion of the container's load is borne by the ramps.