We examine whether opportunistic earnings management before a repurchase and long-term performance after a repurchase depend on repurchase options and insider ownership. We find that the negative association between pre-stock repurchase earnings management and abnormal long-term performance after stock repurchase is more pronounced when firms choose the direct stock repurchase method over an indirect repurchase through a trust fund. Our findings also show that the negative association between pre-repurchase accruals and long-term performance under direct stock repurchases is only evident when the ownership percentage of managers and their affiliates is less than 50%. In addition, our main findings are more pronounced in firms with a high degree of corporate information asymmetry.