Holland's (1997) theory of corresponding person and work environment structures was evaluated by comparing the integration of individual and occupational ratings of interests, abilities, and skills. Occupational ratings were obtained from the U.S. Department of Labor's O*NET database (U.S. Department of Labor, 2007). College students (494 women, 526 men) provided self-ratings of their interests, abilities, and skills. Property vector fitting was used to embed ability and skill ratings into the Realistic, Investigative, Artistic, Social, Enterprising, and Conventional (RIASEC) interest structure, and bootstrapping was used to generate confidence intervals for the angles of the vectors and the magnitude of their fit to the Holland model. Across the individual and occupational ratings, 18 of 45 (40%) ability vectors and 41 of 48 (85%) skill vectors were fit into the RIASEC model. No significant gender differences were found in the integration of self-rated abilities and skills into the RIASEC circumplex; however, some differences were found between individual and environmental ratings. Obtained results highlight the potential utility and limitations of using Holland's model for representing both individual and occupational data in a common structure. (Contains 5 figures and 6 tables.)