A device for assisting winding a string around a tuning post of a tuning machine of a stringed instrument, is disclosed. An enclosure has an exterior surface, a base, a cap, and a central bore passing through a base aperture. A string ingress aperture passes between the enclosure exterior surface and the central bore. A slot passes through the enclosure exterior surface extending from the ingress aperture to the base, and string egress aperture passes through the enclosure between the enclosure surface and the central bore. The enclosure is configured to substantially enclose the tuning post within the central bore.