Abstract: The present invention discloses a whipstock retrieval assembly for use in a wellbore to retrieve a downhole tool such as a whipstock from a borehole. In one aspect, the retriever includes a threaded barrel which is received over the tray end of the whipstock, and a securing member, preferably a conical member, pinches the whipstock tray portion received in the retriever against the barrel to prevent loss of the whipstock from the retriever as it is pulled from the borehole. In a second aspect, the retriever assembly includes a hook which is placed in a pre-supplied slot in the whipstock, and a shroud is deployed over the extending end of the whipstock to provide a smooth surface to pull the retriever and whipstock from the borehole.