This chapter discusses Tacky’s Rebellion of 1760 and the Second Maroon War in 1795. Tacky’s Rebellion offered another example of Gold Coast cultural transfer to resist enslavement, this time by slaves. Tacky’s Rebellion is considered one of the largest slave rebellions in Jamaica’s history. It lasted from Easter Sunday 1760 until late in the following year, sending shockwaves of hope and fear throughout the island in 1765 and 1766. Colonists and Maroons fought a foe affiliated to the Gold Coast by name empowered by obeah, kumfu and myal. The Second Maroon War of 1795–1796 offered another example of modifying African cultural influences and narrowed employ of priestly power for anti-slavery rebellion or resistance. Divergent Maroon-slave relations, proselytizing and expanding colonial authority illustrated how the experience of slavery, Christianity and enlightened notions of liberty diminished Gold Coast cultural transfer in the last decades of the eighteenth century.