This study examines whether weight control ameliorates the effect of diabetes on employment among middle-aged and older adults (aged 40 to 64) by gender and weight group. It analyzes two waves of the National Health Interview Survey of Taiwan (2001, 2005). Allowing for endogeneity of diabetes and weight control, it uses a trivariate probit model with instrumental variables, including the family history of diabetes, area prevalence rates of diabetes and weight control. Due to lack of family history of diabetes and insufficient variations in the two area prevalence rates, the findings from the 2001 wave are not totally according to expectation. However, the analysis of the 2005 data does not suffer similar constraints. The moderating effect for overweight or obese (defined as BMI ≥ 24) males is statistically significant, on the order of 1.98%. Most effects are either small or insignificant for other groups. Taking into account the moderating effect for overweight or obese, middle-aged and older males will enhance completeness of cost-benefit analysis in evaluating weight control policy.