Apparatuses and methods for stabilizing an outboard motor of a watercraft during transport by a towed vehicle include a body having an outer member secured to the towed vehicle and an inner member disposed within and telescopingly movable relative to the outer member, the inner member having a head usable to contact and stabilize the outboard motor. A biasing member urges the inner member toward a retracted position. The inner member includes a first portion pivotally movable relative to a second portion, between an angled and a straight position. Contact between the first portion and the outer member prevents movement of the inner member toward the retracted position.