Labor force participation of women in Sri Lanka has been continuously low despite their remarkable educational achievements when compared to men. Teleworking mode facilitates flexibility at work and work-family balance. However, developing countries encounter numerous challenges in making the teleworking mode a reality. This paper examines the possibilities of introducing teleworking mode for women in Sri Lanka. It understands that the government, technological institutions, work organizations, training institutions, outsourcing companies, career-counseling centers, teleworkers themselves and prospective teleworker associations have major roles to play in this endeavor.