Numerous scholars have criticized the traditional assessment of Machiavellianism due to insufficient construct coverage, some going so far as to question its distinctness from measures of psychopathy. Tackling these measurement issues, Collison, Vize, Miller, and Lynam (2018) developed the Five Factor Machiavellianism Inventory (FFMI), comprised of antagonism, agency, and planfulness. We aimed to demonstrate the validity of the FFMI by replicating its relations with the NEO-PI-R found by Collinson et al., provide further evidence for the validity of the FFMI by assessings its relations with the HEXACO facets, and link the FFMI to a broad range of work-related criteria. We found a very high (r_ICCS = .91) absolute profile similarity between the FFMI’s correlations with the NEO-PI-R in our sample (N = 572) and the correlation profile for the same variables reported by Collison et al. (2018). Both the NEO-PI-R and HEXACO-PI-R profiles for the FFMI found in the current study supported its distinctiveness from traditional measures of Machiavellianism, which converged greatly with the correlation profiles for the FFMI-antagonism dimension. In addition, the FFMI displayed positive relations with a broad range of criteria for vocational and work-related success and was clearly distinct from psychopathy. Implications and limitations are discussed.