Complex sentence: In the early Caribbean and Mexico, holders of encomiendas acquired land in the area where they had access to Indian labor, and often the need for on-site Hispanic supervisors or labor bosses called "estancieros".
Split into simpler sentences: In the early Caribbean territories and Mexico, holders of "encomiendas" acquired land in the area where they had access to Indian labor. They needed on-site Hispanic supervisors or labor bosses called "estancieros".