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Using a large sample of bond rating downgrades of US firms announced by the three largest rating agencies during 1997-2023, I find that cumulative abnormal stock returns (CAR) spanning the day of and day following downgrade announcements are significantly and negatively related to annual report readability, indicating that downgrades are more informative among firms with more readable annual reports. My baseline regression results indicate that a one standard deviation improvement in annual report readability corresponds to a reduction in the announcement CAR of approximately forty-three basis points, which is economically meaningful given that it constitutes roughly 27% of the sample average announcement CAR of -1.62%. Furthermore, additional analysis reveals that the informativeness enhancing effect that better annual report readability has on rating downgrades is stronger among firms that should be more difficult to monitor and evaluate, including lower rated firms, firms with high stock return volatility, and younger firms. Overall, the results strongly support the hypothesis that well-written annual reports facilitate more timely and informative bond rating downgrades, especially among more informationally problematic firms.