The stress singularity of a sharp wedge contacting a half plane can be avoided by changing the wedge shape. Shape optimization is accomplished with the geometric strain method (GSM), an optimality criterion method. Several numerical examples are provided for different materials in the wedge and half plane to avoid stress singularity neal the sharp corner of the wedge. Optimum wedge shapes are obtained and critical corner angles are compared with the angles from analytical contact mechanics. Numerical results are well matched to analytical and experimental results. It is shown that shape optimization by the geometric strain method is a useful tool to reshape the wedge and to avoid a stress singulatiry. The method applies to more general geometries where the singular behavior would be difficult to avoid by classical means.