This dissertation contains three essays examining the role of informational frictions in financial markets and its aggregate implications. In the first chapter, I study whether securitization can spur financial fragility. I build a model of banking with securitization, where financial intermediaries hold a well-diversified portfolio of asset-backed securities on their balance sheets. On the one hand, securitization diversifies idiosyncratic risk so as to increase the pledgeability of assets in the economy, allowing more profitable investment projects to be financed. On the other hand, individual financial intermediaries do not internalize the benefit of the transparency of the securities they produce, because that benefit is also diversifie...