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.

Using information collected from the Swedish tax authorities, we calculate insiders’ actual effective tax rates on dividends. With this unique dataset, we find a significant negative cross-sectional relationship between insiders’ effective tax rates and dividend payout. This result is consistent with a tax-induced clientele effect for dividends. We also look at the impact of large block trades on dividends. We find that when insiders with zero effective taxes sell blocks, subsequent dividend payments are significantly more likely to decrease. This provides evidence that large shareholders are adjusting dividends for their individual tax situations.