This paper investigates the effect of managerial legal liability coverage on corporate tax avoidance. Using directors' and officers' liability insurance coverage as a surrogate for managerial legal liability coverage and book-tax difference as a proxy for tax avoidance, we find that higher levels of managerial legal liability coverage are associated with smaller absolute book-tax difference and that this relation is strengthened by governance mechanisms. Further tests based on path analysis show that financial reporting quality and risk-taking attitude seem to be two underlying mechanisms through which managerial legal liability coverage affects absolute book-tax difference. Overall, our findings provide support to the contention that managerial legal liability coverage weakens the effect of managerial opportunism, resulting in a decrease in absolute book-tax difference.