Cutting tool having replaceable cutting head and method of securing a replaceable cutting head

A rotary cutting tool includes a tool shank, a replaceable cutting head mounted on the tool shank, a coupling pin, and an actuation member. In one embodiment, the coupling pin has a cylindrical portion with a reduced-diameter portion defined by a pair of angled side walls separated by a bottom surface for cooperating with a non-threaded portion at one end of the actuation member. In another embodiment, the coupling pin has a cylindrical portion with a notch with a pair of side walls for cooperating with a frustoconical member at one end of the actuation member. When assembled, a pair of V-shaped contact surfaces on the cutting head engage a pair of oppositely facing V-shaped contact surfaces on the tool shank to provide stability against the momentum created by cutting forces in two different directions and securely hold the cutting head in place during machining operations.