Measures of classroom and school environments are central to policy efforts that assess school and teacher quality. These measures are often formed by aggregating individual survey responses to form group-level measures, and assume an invariant measurement model holds across the individual and group levels. This article explores the tenability of this assumption by applying multilevel factor analysis to two well-known surveys: the Working Conditions Survey, which assesses school environments, and the Tripod Classroom Environment Survey. The examples illustrate the consequences of using common factor analytic methods that assume cross-level invariance, and demonstrate how distorted perceptions of factorial structure can influence inferences about the relationship between working conditions and teacher mobility.