Despite its importance, our understanding of what entrepreneurial disappointment is, its attributions, and how it relates to depression is limited. Drawing on a corpus of 27,906 semi-anonymous online posts, we identified entrepreneurial disappointment, inductively uncovered its attributions and examined how depression differs between attributions. We found that posts with internal, stable, and global disappointment attributions (e.g., not fitting entrepreneurial norms) are, on average, higher in depression symptoms than posts with external, unstable, and specific disappointment attributions (e.g., firm performance). Our findings offer novel theoretical and methodological avenues for future research on entrepreneurs’ affective experiences and mental health.