The Hamburg Wheel-Track Device (HWTD) test has recently gained popularity among many state highway departments of transportation (DOTs) for use in hot mix asphalt (HMA) moisture sensitivity evaluation. In this paper, suggestions are presented to improve and provide more consistent and representative results for this test as described in AASHTO T 324 – Hamburg Wheel-Track Testing of Compacted Hot Mix Asphalt (HMA). In the AASHTO T 324 specification, either a cylindrical or a slab specimen can be tested. Use of a two-dimensional micromechanics finite element (2D-MMFE) analysis has demonstrated significant gap/bonding and specimen shape effects on HWTD test results for the cylindrical specimen setup. In addition, the analysis suggests the best method for defining the “rut depth” to ensure consistent results between two specimen setups. Results of this study have concluded that: (1) slab specimens can provide more reliable test results due to larger size and uniform geometry; (2) two cylindrical specimens (cores) should be glued together to prevent localized failure due to larger peak maximum principal strains when there is no bonding; (3) measurements of average rut depth should be collected from stations near the centers of cylindrical specimens to keep the specimen shape effects to the lowest possible level; and, (4) an agency should not allow both specimen setups to be used interchangeably in the HWTD specifications. The investigation also suggests that the average rut depth evolution curve fitted using a three-stage Weibull approach can define the number of passes to failure and define the stripping initiation point (SIP) better than the visually determined SIP.