Associate Director of Learning and Development

Massachusetts League of Community Health Centers • Boston, MA

1d • Hybrid

About The Position

The Massachusetts League of Community Health Centers (Mass League) works to strengthen Community Health Centers (CHCs) across Massachusetts by advancing high-quality care, workforce development, and health equity. We support CHCs in growing talent, expanding career pathways, and positioning themselves as employers of choice statewide. Position Overview: The Associate Director of Learning and Development plays a critical role in shaping the future of the CHC workforce. Reporting to the Senior Director of Learning and Development, this role is responsible for cultivating strategic partnerships, designing innovative workforce initiatives, and implementing sustainable, outcomes-driven learning programs. You will create career pathways-including internships, residencies, fellowships, and other experiential opportunities-connecting community residents to health careers while upskilling the current CHC workforce. This role also oversees professional training initiatives for Mass League staff and CHCs, including conferences, webinars, leadership programs, and digital learning recognition. You will ensure these programs are aligned with workforce needs, accessible, and effective in advancing equity and health outcomes. Why You'll Love This Role Make a tangible impact on the future CHC workforce and community health Work with a mission-driven, collaborative team committed to equity and access Lead innovative learning and career development initiatives with statewide impact What We Offer Hybrid work schedule with 2 days per week in the Boston office Competitive benefits package including health, dental, vision, and retirement plans Professional development and learning opportunities Supportive, mission-driven workplace committed to advancing health equity

Requirements

• Commitment to Mass League's mission and values, including DEIB (diversity, equity, inclusion, belonging) principles.
• Leadership and team development expertise, including goal setting, mentoring, and performance management.
• Strong written and verbal communication, with the ability to engage diverse audiences.
• Learning and development expertise: adult learning principles, curriculum development, virtual and in-person training, LMS management.
• Analytical thinking and problem-solving: evaluate processes, identify gaps, propose actionable solutions.
• Collaboration, organizational skills, adaptability, and innovation to manage multiple priorities and guide teams through change.
• Technical proficiency: Microsoft Office Suite, business tools, virtual platforms, and emerging learning technologies.
• Equity, diversity, and inclusion: promote equitable access to learning, resources, and career development.
• Bachelor's degree required; Master's preferred in Community Health, Healthcare Administration, Education, Human Resources, Organizational Development, or related field.
• 5-7 years of progressive leadership experience in workforce development, healthcare education/training, or community engagement.
• 3-5 years supervisory experience.
• Proven ability to build cross-sector partnerships and design impactful learning programs.
• Strong understanding of workforce challenges in primary care and community health.
• Excellent strategic planning, grant writing, sponsorship management, and communication skills.
• Demonstrated commitment to advancing equity, inclusion, and access in healthcare.

Nice To Haves

• Master's preferred in Community Health, Healthcare Administration, Education, Human Resources, Organizational Development, or related field.

Responsibilities

• Cultivate and manage partnerships with academic institutions, community organizations, and workforce stakeholders.
• Design and implement career pathway programs, including internships, residencies, fellowships, and professional development initiatives.
• Collaborate with CHCs to assess workforce needs, develop training programs, and address skill gaps.
• Identify and pursue funding opportunities to support sustainable workforce initiatives.
• Oversee professional training programs, conferences, webinars, and digital learning initiatives for CHC staff and network members.
• Manage event logistics, budgets, marketing, LMS administration, and digital recognition programs.
• Evaluate program impact and provide executive-level briefings and recommendations.
• Promote Massachusetts CHCs as employers of choice and community anchors.
• Strengthen workforce participation and retention by engaging with local communities and organizations.
• Provide mentoring, coaching, and leadership to staff, interns, and project teams.
• Foster a culture of collaboration, innovation, and accountability.

Benefits

• Hybrid work schedule with 2 days per week in the Boston office
• Competitive benefits package including health, dental, vision, and retirement plans
• Professional development and learning opportunities
• Supportive, mission-driven workplace committed to advancing health equity

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level