This study used association rule mining and propensity score matching to quantify the effect of statin use on progression to diabetes in pre-diabetic patients. Association rule mining identified phenotypes associated with increased diabetes risk, including obesity, hypertension, and hyperlipidemia. Propensity score matching found statins increased diabetes risk in certain pre-diabetic phenotypes by up to 76%, but decreased risk by 41% in patients treated for hyperlipidemia and hypertension. The results suggest the effect of statins on diabetes risk in pre-diabetes depends on patient characteristics and treatment of co-morbid conditions.