The colonization of British East Florida in 1763 did not occur in a vacuum. Colonizers formulated different settlement plans based on their experience in the colonies and the Atlantic world in general. The most obvious differentiation was in their choice of labor. Some men chose to base their settlements on slave labor. Others imported white laborers either as indentured servants or tenant farmers. Historians have looked at this differentiation in labor as an important element in the downfall of the colony, but the key question should be: why did each man choose the labor and settlement scheme he did? The answer to this question goes to the nature of the British Empire and the different ideas that developed in the center and peripheral areas of the imperial system. Based on a close analysis of correspondence, official records and petitions, this study examines four different men who were involved in colonizing early East Florida: Colonial governor James Grant, Atlantic merchant Richard Oswald, former member of parliament Denys Rolle, and Scottish physician Andrew Turnbull. Each man dealt with the problems of colonization in different ways. This study is about how each man dealt with the many different influences regarding colonization and labor.