Abstract: A portable automated sharpening apparatus is structured to sharpen one or more of a plurality of blades of an operational reel blade mechanism, the apparatus including a sharpening assembly with a sharpening element movably interconnected to a sharpening motor. The apparatus also includes a drive assembly having a drive member which at least partially defines a drive path, the drive member further structured to transport the sharpening assembly along at least a portion of the drive path. A support assembly is structured to removably yet securely interconnect at least the drive assembly to the operational reel blade mechanism, and a guide assembly maintains a sharpening axis of the sharpening assembly substantially parallel to a reel blade axis. Further, the apparatus includes a control assembly to allow automatic alternation of a direction of transport of the sharpening assembly, in a reciprocating manner.