This report is the outcome of a month-long exploratory study on youth work in Northern Ireland regarding sectarian issues. It is an investigation of how sectarianism transfers from generation to generation, and how this often results in cycles of violence. The goal of this exploration was to find out what efforts are being made to combat this cycle at a youth level, and gain a more nuanced understanding of how these efforts can be effective. Data was obtained through literature, structured interviews, and participation and observation in a youth workshop. It is concluded that cross-community contact at a youth level can be an important starting point, but needs to be expanded on. Difficult conversations about contentious issues need to be had. This report will analyze the techniques that go into facilitating these conversations and assess how the location of discussion, demographic of those involved, and ability of the facilitator all play an important role.