Manager / Assistant Manager (Learning & Development), OBS [1-Year Contract]

Outward Bound Singapore (OBS) is a member of Outward Bound International - a global network of Outward Bound schools operating in 34 countries. Established in 1967, OBS is recognised for its leading experience in outdoor education with more than 500,000 people trained. Our staff are highly qualified professionals with an affinity for the outdoors and passion for developing people. As a national training institution, our mission is to develop mentally and physically rugged youths to be active citizens inspired to serve the community. The OBS Learning & Development (L&D) unit develops staff capabilities and supports the quality and effectiveness of learning programmes across OBS. As a Manager / Assistant Manager (Learning & Development), you will play a key role in strengthening how we communicate, deliver and continuously improve learning across OBS. Responsibilities Learning Communications & Stakeholder Engagement • Develop and manage internal L&D communications according to a communications calendar, ensuring timely and consistent publication. • Craft key narratives and create engaging content to promote learning opportunities, programmes, events and relevant updates. • Engage stakeholders across different work functions and support outreach initiatives. Learning Analytics & Reporting • Analyse learning, budget and programme data to identify trends and actionable insights that inform planning and decision-making. • Analyse course quality and effectiveness data to identify improvement opportunities for curriculum refinement and programme development. • Maintain accurate records, dashboards and management reports across supported functions. Course Quality Assurance & Review • Coordinate and track the course review schedule, ensuring reviews are conducted at the right intervals and triggered promptly when warranted. • Analyse learner satisfaction, completion, attainment and attendance data to surface trends and gaps. • Maintain quality assurance documentation and track approved improvements to closure. Learning content development • Develop and refine learning resources with functional leads to ensure content is accurate, well-structured and fit for purpose. • Design infographics, visual communication materials, videos and digital learning resources (including e-courseware) for leadership development initiatives. Process Improvement & Digitalisation • Streamline team processes using GovTech products, digital tools and automation to improve operational efficiency and user experience. • Support system administration, data management and broader digitalisation efforts across the L&D, Leadership Development and Instructional Design functions. Requirements We are looking for a resourceful team player who is curious and learning-driven, and comfortable working across both analytical and creative work. Core Competencies • Strong written and verbal communication skills, with the ability to articulate ideas clearly and succinctly. • Strong interpersonal skills and confidence engaging stakeholders across different functions and a multi-generational workforce. • Analytical thinking and attention to detail with the ability to translate data into meaningful insights. • Good planning, organisation and project coordination skills, with the ability to manage multiple priorities and meet deadlines. • Collaborative mindset with the ability to work independently when required. • Creative problem-solving skills and adopt a user-centered approach to improving learning experiences and processes. Technical Competencies • Proficiency in Microsoft 365 applications, particularly Excel, PowerPoint, Word and Forms. • Experience in generating engaging digital assets and visual content, including illustrations and outreach materials using design tools like Canva, Adobe Illustrator, or Photoshop. • Familiarity with data visualisation tools such as Power BI or Tableau will be advantageous. • Exposure to survey tools, learning management systems, content authoring tools or project management platforms will be advantageous. • Interest in AI-enabled productivity tools, workflow automation and digital learning technologies. Other Matters • Based at OBS Pulau Ubin campus and may have to occasionally travel to other campuses (e.g. East Cost, Punggol Reception & Activity Centre, OBS@Coney).