In this lesson, students analyze 3 primary source documents (an editorial by Alexander Hamilton, and back-and-forth letters by Senators Rufus King and Timothy Pickering) in an effort to answer the central historical question: Why did Federalists oppose the Louisiana Purchase? The teacher models sourcing and contextualization to help students analyze the documents while the students fill in a graphic organizer. A final class discussion attempts to uncover the Federalist critics’ real motivations—was their opposition practical or political?