The objective of this paper is to develop a collaborative workshop environment for decision-making to improve collaboration in a cross-cultural team. Final goal of this research is to improve collaboration in a cross-cultural team, and this paper approaches a problem of communication and group performance among the team members during problem framing stage. To achieve the goal, we utilized systems approach and workshop monitoring system. Systems approach is utilized to fill the gap between the cross-cultural team members and to improve the communication efficiency. To make it applicable to non-experts of system modeling, an information system to support the modeling tasks is developed. The workshop monitoring system accumulates log data related to the collaboration, and provides feedback about the teamwork during the workshop. In a case study, as a part of demonstration of the proposed workshop environment, an experiment to show the usefulness of the monitoring and automatic visualization system is conducted.