This chapter examines the economic gains and losses, or missed opportunities, of Sierra Leone’s ECOWAS regionalism. Economic motivations have been the overriding consideration for the country’s participation in the economic community. Sierra Leone, like other ECOWAS partners, enjoined itself to promote the harmonious economic development of the region through collective self-reliant economic regionalism and co-operation, the primary objective being to create welfare and improve the living standards of the people.