We examine the relationship between U.S. thrift institution ownership structure and risk taking along with the impact of the Financial Institutions Reform, Recovery and Enforcement Act of 1989 (FIRREA) on this relationship. Our results, based on various indicators of risk, suggest that insider controlled thrifts were more likely to engage in risk taking prior to 1989 than were diversely held institutions. FIRREA seems to have curtailed much of this risk taking. We find inverse relationships between risk-taking and levels of institutional shareholdings. This along with other evidence suggests that the motive for risk-taking was not maximization of the ‘option’ value of shares as has been reported elsewhere. We also find evidence that entrenched managers may have generated significant private benefits.

IPO underpricing has been attributed to valuation uncertainty, which can be at least partially resolved by the indirect learning associated with IPO clustering [Benveniste, L.M., Ljungqvist, A., Wilhelm, W.J., Yu, X.Y., 2003. Evidence of information spillovers in the production of investment banking services. Journal of Finance 58, 577–608]. We examine why firms might choose not to issue their IPOs contemporaneously with clusters of similar firms, forgoing opportunities to learn from their peers. We find that the willingness to file an IPO without the benefit of indirect learning from peer firm IPOs is directly related to insiders’ needs for portfolio diversification and the firm’s need to raise capital.