This dissertation consists of three essays on credit enhancement (CE) of corporate bonds and firm value. The first essay presents the evidence that CE use is negatively associated with firm value and firms issuing debt with CEs underperform those without. Further evidence suggests that better investment opportunities and more debt use help alleviate the negative CE effect. The second essay examines the financial cost of using CE on corporate bonds. It shows that for investment grade bonds, CE on average inflates the bond yield spread by 23 basis points. In a sharp contrast, for speculative bonds, CE on average lowers the bond yield spread by 60 basis points. Further investigation reveals that the effect of CE is a joint effect of credit rat...