Head of Enterprise Development and Innovation

TRYBE LIMITED; Singapore; On-site; SGD 100,000 - 150,000; Full time

Job summary

A forward-thinking non-profit organization in Singapore is seeking a Head, Enterprise Development & Innovation to enhance sustainability and impact through enterprise growth and digital transformation. The ideal candidate will have 10-15 years of experience, including 5+ years in senior leadership roles, and be adept in service innovation, budgeting, and collaboration with corporate partners. This role involves strategizing sustainable service models while ensuring accessibility for youths in need.

Qualifications

• 10–15 years of working experience, with at least 5 years in senior leadership or business development.
• Demonstrated success in developing income-generating initiatives.
• Proven track record in service innovation and organizational transformation.

Responsibilities

• Lead design and scaling of income-generating service models.
• Develop go-to-market strategies for accessibility and impact.
• Drive service innovation and digital platform implementation.

Skills

Entrepreneurial drive

Systems-level understanding

Collaboration

Adaptability

Digital transformation

Trauma-informed leadership

Education

Bachelor’s degree in Business or Social Sciences

Job description

The Head, Enterprise Development & Innovation strengthens Trybe’s long-term sustainability and impact by leading enterprise growth, service innovation, and digital transformation. Reporting directly to the Chief Executive Officer, this role develops and scales income-generating services that advance Trybe’s mission while ensuring accessibility for youths in need.

(2-yr contract)

Key Responsibilities

Enterprise Development & Revenue Diversification

• Lead the design, development, and scaling of income-generating service models (e.g. Counselling & Therapy Service) that achieve financial sustainability and mission alignment.
• Develop pricing, business, and go-to-market strategies that balance cost recovery with accessibility and social impact.
• Identify new markets, customer segments, and strategic opportunities that strengthen the enterprise arm of Trybe’s services.
• Collaborate with the Partnerships & Development Division to cultivate corporate and institutional partnerships that support enterprise growth.
• Monitor market and sector trends to anticipate risks and identify opportunities for revenue diversification.

Service & Digital Innovation

• Drive service design and innovation processes to enhance effectiveness, user experience, and scalability.
• Lead implementation of digital platforms that improve client experience (e.g. booking, attendance, progress tracking, reporting).
• Champion technology adoption to improve operational efficiency, strengthen data-driven decision making, and measure impact.
• Explore emerging and future-ready service delivery models (e.g. hybrid, immersive, or metaverse-based counselling).
• Ensure service and digital innovation efforts align with the evolving needs of youth and communities.

Trauma-Informed Organisational Leadership

• Willing to be trained in and champion trauma-informed principles (safety, trust, empowerment, collaboration, cultural responsiveness) across enterprise and innovation work.
• Ensure new services, platforms, and processes are designed with attention to both youth wellbeing and staff psychological safety.
• Model trauma-informed leadership practices that build trust, resilience, and continuous learning across teams.

Research, Evaluation & Impact

• Partner with the Director, Services & Programmes to apply evaluation frameworks that assess financial performance, client satisfaction, and social outcomes.
• Use evaluation insights to refine enterprise strategies and products.
• Develop dashboards and reports that track the financial and social returns of income-generating services.
• Incorporate youth and community voices into research and design to ensure services remain relevant and empowering.

Financial Stewardship

• Manage budgets with transparency and accountability.
• Align resource allocation with enterprise growth, innovation, and sustainability goals.
• Prepare financial projections, reports, and business cases for management and board review.
• Adapt strategies proactively to ensure the viability and scalability of enterprise initiatives.

Qualifications & Experience

• Education: Bachelor’s degree in Business, Social Sciences, or a related field.
  • At least 10–15 years of working experience, with 5 or more years in a senior leadership or business development role in the nonprofit, social enterprise, or professional services sector.
  • Demonstrated success in developing, launching, or scaling income-generating or enterprise initiatives.
  • Proven track record in digital adoption, service innovation, or organisational transformation.
  • Possess entrepreneurial drive and systems-level understanding.
  • Collaborative and adaptable, able to lead through influence and complexity.