A roof-bolt drill bit includes a bit body that is rotatable about a central axis, a coupling pocket defined in the bit body, and at least one cutting element mounted to the bit body. The at least one cutting element includes a cutting face, a cutting edge adjacent the cutting face, a back surface opposite the cutting face, and a side surface extending between the cutting edge and the back surface. The roof-bolt drill bit additionally includes a coupling attachment coupled to the bit body, the coupling attachment being positioned adjacent to a portion of the side surface of the cutting element that abuts a side surface of the coupling pocket.