The Leeward Maroons inhabited "cockpits," caves, or deep ravines that were easily defended, even against troops with superior firepower. Such guerrilla warfare and the use of scouts who blew the abeng (a conch shell) to warn of approaching British soldiers allowed the Maroons to evade, thwart, frustrate, and defeat the forces of an Empire.
In exchange, they were asked to agree not to harbour new runaway slaves, but rather to help catch them. This last clause in the treaty naturally caused a split between the Maroons and the rest of the black population, although from time to time runaways from the plantations still found their way into Maroon settlements.
Another provision of the agreement was that the Maroons would serve to protect the island from invaders. The latter was due to the fact that the Maroons were revered by the British as skilled warriors.
The person responsible for the compromise with the British was the Leeward Maroon leader, Cudjoe, a short, almost dwarf-like man who for years fought skillfully and bravely to maintain his people's independence. As he grew older, however, Cudjoe became increasingly disillusioned. He ran into quarrels with his lieutenants and with other Maroon groups. He felt that the only hope for the future was honorable peace with the enemy, which was just what the British were thinking. The 1739 treaty should be seen in this light.
A year later, the even more rebellious Windward Maroons of Trelawny Town also agreed to sign a treaty under pressure from both white Jamaicans and the Leeward Maroons, though they were never happy about it. This discontentment with the treaty later led to the Second Maroon War.
Among the early historians to mention the Jamaican Maroons and the First Maroon War were the following: