The aim of the paper is investigation factors and challenges in tacit knowledge sharing among virtual team members. Due to exploratory nature of the research, I followed qualitative approach based on cross-case analysis The research questions were broadly formulated, to allow for emergent theory building. This methodology puts in evidence that key factors contribution to tacit knowledge sharing are: organizational culture, rules and procedures, face-to-face and virtual meetings, mentoring, supportive technological environment and most importantly shared context.