An ankle stabilizing apparatus for minimizing inversion and eversion of the foot includes a body member having at least one cuff member positioned against a cuff portion of the body member, wherein the cuff member defines at least one opening for receiving at least one stabilizing strap such that the cuff member and stabilizing strap dynamically apply a variable force against the body member and ankle. The apparatus promotes variable compression against the ankle upon application and during wear. The apparatus also resists distal migration during wear.