The stereotype logistic (SL) model is an alternative to the proportional odds (PO) model for ordinal response variables when the proportional odds assumption is violated. This model seems to be underutilized. One major reason is the constraint of current statistical software packages. Statistical Package for the Social Sciences (SPSS) cannot perform the SL regression analysis, and SAS does not have the procedure developed to directly estimate the model. The purpose of this article was to illustrate the stereotype logistic (SL) regression model, and apply it to estimate mathematics proficiency level of high school students using Stata. In addition, it compared the results of fitting the PO model and the SL model. Data from the High School Longitudinal Study of 2009 (HSLS: 2009) (Ingels, et al., 2011) were used for the ordinal regression analyses.