In this master s degree thesis, I present two essays based on classic models of strategic interaction. In both essays, the overarching theme is how liquidity relates to asymmetric information. On the first, the aim is to investigate bargaining over an illiquid option subject to exogenous uncertainty. In particular, I develop a bargaining model in which the underlying uncertainty is better predicted by the buyer and establish that the existence of the seller s exercise option allows deadline strategies that are shown to be part of the equilibrium of such game. In other words, the seller fixes a date to exercise her outside option, provided that the trade does not take place until that time. On the second essay, I seek to investigate how borrower runs relate to external funding thorough a market for bank loans. This essay s conclusion is that borrower runs may be a driver of the originate-to-distribute banking business model, for it induces the sale of loans irrespective of their quality, rendering the market for bank loans information insensitive. This result might be relevant in the context of relationship banking.