Environmental challenges facing the world currently call for efforts that can avert eminent disasters related to these challenges. In an effort to engage in conservation, the Environmental Resource Management course at Technical University offers an opportunity to train for sustainable development in the country. However, the development and implementation of courses aimed at developing careers in sustainability in institutions of higher learning are coming under scrutiny as questions are being asked about their contributions to sustainable development. This research explored the Environmental Resource Management course to understand how it was developed and implemented to address a practitioner in the environmental resources conservation sector. The study surfaced the contradictions in the course which can be used as a lens to re-orient the course to enable a practitioner in education for sustainable development to emerge. In Kenya, vocational courses in environmental education are a career choice for secondary school leavers and those engaged in the environmental conservation sector. This study carried out at Technical University of Kenya (TU-K) between January 2009 and April 2012 aimed at exploring how a diploma course: Environmental Resource Management (ERM) enabled the learners to become practitioners in environmental resource management. It surfaced contradictions and suggested transformative approaches to re-orient the course for sustainable development. This was necessitated by the paradigm shift in environmental education from environmental conservation education that emphasised ecological studies to Education for Sustainable Development that is broader and more holistic, encompassing social, economic and environmental aspects. The course has to be re-orientated to enable a practitioner in Education for Sustainable Development (ESD) to emerge considering the United Nations Decade of Education for Sustainable Development (UNDESD, 2005-2014). The course aims at training personnel for deployment in environmental conservation and management organisations to work as resource officers/supervisors in national parks, forestry management, water management, energy development projects officers, etc. Data was gathered through document analysis, questionnaires, interviews, observation and focus group discussions. Cultural Historical Activity Theory (CHAT) was engaged in surfacing contradictions in the Environmental Resource Management learning system in terms of its development and implementation. While Communities of Practice (COP) principles were used as the ontological underpinning for the ERM course. The results indicate that the ERM course was revised between 1998 and 2002 by experts from Saskatchewan Institute of Science and Technology (SIAST) in collaboration with TU-K staff under the programme, enhancing environmental management in Kenya. The research also established that the ERM course review process was informed by sustainable development principles, as outlined in Agenda 21. Further it was realised that the Develop a Curriculum (DACUM) process was engaged to develop the learning units. This course development envisaged Competency Based Education (CBE) as the main mode of the ERM delivery. CBE is student centred and allows for multi-entry and exit. The study however realised that at implementation this approach was partially incorporated, as the country’s education system is examination oriented and time bound. The study findings indicate that most of the units taught were on ecosystem management with the social and economic aspects having less space and time, therefore the three pillars of Education for Sustainable Development were not adequately addressed in the course to enable a practitioner in the concept to emerge. Also teaching and learning in the course was found to be more theoretical than practical with little hands-on activities because the main focus of the course was to enable the learners to acquire a certificate through examination rather than gain the appropriate competencies. Although the course was found to be enhancing ESD in relation to global and local sustainability issues, there were contradictions or challenges in the system that affected full realisation of the skills, knowledge, values and attitudes. For example the exclusion of the recipient staff in the planning of the course, lack of training of the lecturers on how to train on CBE, insufficient practical field excursions devoid of community engagement, lack of funds, lack of equipment and poor coordination. This study recommends a re-orientation of the course to a more practical approach to teaching such as: • Engagement of students with the community to solve real-life environmental problems; • Mainstreaming ESD in all courses in the institutions of higher learning so that environmental concerns are addressed by everyone; • Reviewing the educational policy to encourage solving of real-life environmental problems rather than passing theoretical examinations; • Enhancing competency based learning to enable students to become competent in their areas of specialisation; • Encouraging networking and direct involvement of the students in the community instead of spending more time in class; and • Establishing a Community of Practice among the students in Higher Education Institutions to enhance conservation practices. The study contributes in-depth insight into exploring courses in Technical Vocational Education and Training institutions using Communities of Practice as a lens within the Kenyan context. It gives some empirical and explanatory insight into how learning can emerge and be expanded in Education for Sustainable Development through relevant courses such as tje Environmental Resource Management course. It also provides learning tools to work with contradictions that arise from socio-cultural and historical dimensions of learning about natural resources in the Kenyan context. Its other key contribution is that it provides further insight into the re-orientation of the ERM courses to embrace ESD for a broader and a more holistic approach to natural resources conservation and poverty alleviation processes that are critical for responding to socio-ecological issues and risks and development challenges in Kenya.