This document describes a study that examined the differences between top-down and bottom-up expert estimation strategies for software development effort. Seven estimation teams estimated the effort for two software projects, one using a top-down strategy and one using a bottom-up strategy. The study found that bottom-up estimation led to more accurate estimates than top-down estimation. Specifically, bottom-up estimates had a lower average magnitude of relative error than top-down estimates. Additionally, the recall of very similar past projects seemed necessary for accurate top-down estimates, suggesting bottom-up should be used unless experience with very similar projects exists.