We refuse to flatten Jefferson into either saint or scoundrel. His authorship of "all men are created equal" coexists with his ownership of hundreds of enslaved people, and both realities matter. By reading his 1770s antislavery drafts beside his later evasions, we see how principle collides with cost. That tension is not a footnote, it is the point. Our work uses those contradictions to clarify the pressures any leader faces when values and incentives clash.