There has been a proliferation of equations proposed to describe the unsaturated shear strength envelope going back to the 1970s. However, there have been limited studies to verify the suitability of one unsaturated shear strength equation over another. Most proposed shear strength equations have attempted to relate the shear strength of an unsaturated soil to some aspect(s) of the soil–water characteristic curve (SWCC). Estimation procedures have generally focused on using that of air-entry value (AEV) as defined by the drying (or desorption) branch of the degree of saturation SWCC (S-SWCC). This paper studies the suitability of using two “anchor points” (or reference points) along the drying S-SWCC to estimate the unsaturated soil shear strength function. The anchor points referred to are the air-entry value (AEV) of the soil and the “residual suction point” of the soil defined in terms of the S-SWCC. Shear strength conditions associated with both so-called anchor points are used as “boundary conditions” that should be satisfied when estimating the shear strength function for unsaturated soils. Past research laboratory measurements published in the research literature are used as part of the verification process for this study.