We examine the stability of risk preferences across contexts involving di¤erent stakes. Using data on households' deductible choices in three property insurance coverages and their limit choices in two liability insurance coverages, we assess the stability across the …ve contexts in the ordinal ranking of the households' willingness to bear risk. We …nd evidence of stability across contexts involving stakes of the same magnitude, but not across contexts involving stakes of very di¤erent magnitudes. Our results appear to be robust to heterogeneity in wealth and access to credit, complicating seemingly ready explanations. (JEL D12, D81, G22)