The recent resurgence of syphilis among men-who-have-sex-with-men (MSM) and concerns about a potential increase in HIV incidence have sparked public health authorities to search for new approaches to address this converging problem. Epidemiologic investigations suggest that the Internet plays an important role in facilitating syphilis outbreaks. The experience of this pilot will help the public health community learn more about how to reach targeted online audiences, and will contribute toward understanding the role of the Internet in risk reduction strategies aimed at persons who use the Internet to meet sex partners.