When students don’t know what is in the way of their academic goals, they often use self-defeating strategies—from hyper-vigilance to avoidance—to insulate themselves from uncertainty. In so doing, they can insulate themselves from learning, which demands tolerating precisely this uncertainty. Beyond sharing academic content and testing strategies with students, I work with them to develop comfort and curiosity with the errors and confusion at the horizon of our understanding. Over 20 years, I’ve been fortunate to guide many students through confusion to success on their math and writing courses, LSATs, GREs, GMATs; ACTs, and SATs. I’m particularly fond of helping highly competitive, neurodiverse, exceptionally anxious (or just generally misunderstood!) students find solutions to their academic and testing problems.