This study attempts to explore Israeli and American teachers’ perceptions based on their ethical dilemmas in Jewish schools. A cross-national study was undertaken in Jewish schools, examining fifty teachers from Israel and fifty-one teachers from the United States. Designed with team-based simulations, this study revealed strong similarities between teachers’ ethical dilemmas in both Israel and the United States. Several differences were found in the ethical guidelines participants created, based on contextual, school-related factors. This study suggests that ethical guidelines should be developed by teachers and that the use of team-based simulations is warranted to assist teachers in ethical decision making.