During July and August 2004 the principal investigators visited business executives in five Caribbean nations. Thirty-six businesses and government agencies were interviewed. General results showed significant e-commerce efforts underway in these countries. Leading companies interviewed were experiencing modest to significant successes in this business approach, but all were experiencing impacts from national characteristics. Characteristics examined in detail were factor conditions, demand conditions, support industries, firm strategy, and government policy. Results showed generally supportive business conditions but problems existed in government agencies, niche markets, the banking sector, and industry sector. The results of this study will suggest improved strategies for SMEs in developing countries and for national governments seeking to use e-commerce to expand business activities.