This chapter contains four sections. The first uses the myth of Prester and the diary of Vasco da Gama’s 1497 voyage around the Cape of Good Hope to suggest counterfactuals of what could have been. The second section offers two solutions to the matrilineal puzzle and why matriliny survives in Africa today. The third section places King Cotton in historical perspective, highlighting similarities between the United States as a “republic” of slaveholders and medieval Germanic tribes as “assemblies” of slave holders. It argues that King Cotton was the wealthiest slave system in human history. The fourth section discusses how reparations for slavery can expand freedom and development. In the United States, reparations could end the racial blame game on both sides of the culture wars and simultaneously unleash new freedoms and development by financing universal baby bonds. In Africa, the raid-or-be-raided equilibrium weakens internal claims and strengthens external claims. Indirect colonial rule strengthened aristocratic slave authorities and persists today as customary law, rendering them susceptible to local reparations claims for expanded freedom and economic development.