Abstract: There is provided a sharpening apparatus for a cutterhead assembly. The sharpening apparatus includes a sharpening member. The sharpening apparatus a guide member via which the sharpening member is moveable both longitudinally relative to a cutterhead assembly of the lumber and one or more of tangentially at least in part and radially-inwards at least in part relative to the cutterhead. In addition or alternatively, the sharpening member is moveable along two of the x-axis, y-axis and z-axis. A spacer may angle the guide member relative to the longitudinal axis of the cutterhead assembly, axis of rotation of the cutterhead assembly and/or longitudinal axis of the blades of the cutterhead assembly. In addition or alternatively, the guide member may be angled relative to the longitudinal axis of the cutterhead assembly, axis of rotation of the cutterhead assembly or longitudinal axis of the blades of the cutterhead assembly.