This document is a teacher manual for a workshop (duration 2.5 hrs) that aims to support students in their collaboration with stakeholders (part II of two). The context for which the workshop has been designed is ‘regioleren’ which means that students work on real life complex issues aiming at sustainable regional development. Contributing to the issue at hand, requires the collaboration between students and stakeholders from (semi) governmental bodies, NGOs, businesses, etc. The document provides background information on boundary crossing and an elaborate description of the workshop (goals, program, practical details, tips for teachers). The workshop consists of three rounds: 1. Taking stock of the collaboration with stakeholders thus far; 2. Role play on facilitating a (difficult) stakeholder meeting; 3. Organising a (transformative) stakeholder event.