Kolmogorov conditionalization is a strategy for updating credences based on propositions that have initial probability 0. I explore the connection between Kolmogorov conditionalization and Dutch books. Previous discussions of the connection rely crucially upon a factivity assumption: they assume that the agent updates credences based on true propositions. The factivity assumption discounts cases of misplaced certainty, i.e., cases where the agent invests credence 1 in a falsehood. Yet misplaced certainty arises routinely in scientific and philosophical applications of Bayesian decision theory. I prove a non-factive Dutch book theorem and converse Dutch book theorem for Kolmogorov conditionalization. The theorems do not rely upon the factivity assumption, so they establish that Kolmogorov conditionalization has unique pragmatic virtues that persist even in cases of misplaced certainty.