Overview

We’re looking for a Program Director to lead the strategic design, delivery, and continuous improvement of a portfolio of mission-driven educational and community programs. This person will oversee program planning and execution, manage facilitators and staff, and ensure the overall quality and consistency of offerings. The ideal candidate is a collaborative, detail-oriented leader who can balance strategic vision with operational follow-through. This role involves both big-picture thinking and hands-on coordination across multiple projects and stakeholders.

Responsibilities

• Define and implement program strategy in alignment with organizational goals and priorities.
• Refine program structure, content, and delivery methods to deepen participant engagement and impact.
• Collaborate with facilitators, partners, and designers to ensure programs are inclusive, values-aligned, and outcome-oriented.
• Contribute to strategies that showcase program results and strengthen partnerships.
• Integrate program planning into long-term sustainability efforts, including revenue strategies, alumni engagement, and team capacity-building.

Program Delivery & Facilitator Oversight

• Plan and manage a full calendar of programs, workshops, retreats, and events delivered in-person, virtually, and in hybrid formats.
• Use tools such as Asana, Slack, and Google Workspace to organize timelines, materials, and workflows.
• Supervise and support facilitators and coaches, including training and performance guidance to maintain quality standards.
• Partner with internal team members to design and manage the participant experience from onboarding through alumni engagement.
• Oversee data collection, tracking, and analysis of participant engagement and program outcomes.
• Strengthen evaluation systems to define and measure key performance indicators and organizational impact.
• Lead post-program debriefs and synthesize feedback from participants, facilitators, and team members.
• Supervise the Database & Impacts Coordinator in gathering and presenting evaluation data.
• Apply findings to inform program development, storytelling, and strategic planning.
• Provide day-to-day supervision and guidance for a small but growing team, including staff and contractors.
• Offer feedback, coaching, and professional development support to ensure team alignment and effectiveness.
• Support long-term team development, including hiring, onboarding, and internal growth, to strengthen program capacity and leadership in alignment with organizational strategy.

Partnership & Resource Stewardship

• Manage program budgets and ensure responsible allocation of resources.
• Collaborate with leadership to identify and pursue funding and partnership opportunities.
• Represent program needs in grant reporting, organizational planning, and cross-departmental discussions.
• Monitor peer organizations and sector trends to inform program direction and innovation.

Skills & Experience

Required

• 5+ years of experience in program leadership, facilitation, or community-based education.
• Demonstrated ability to manage both strategic direction and daily program operations.
• Experience supervising direct reports and cross-functional teams, including hiring and coaching.
• Strong organizational and project management skills with the ability to balance multiple priorities.
• Proficiency with Asana, Slack, Google Workspace, Zoom, and similar digital collaboration tools (experience with LMS platforms preferred).
• Commitment to values of equity, inclusion, and continuous learning, with experience applying these principles in program design and team leadership.
• Excellent communication skills and ability to build trust across diverse stakeholders.

Preferred

• Experience in adult learning, facilitation, or community program design.
• Familiarity with nonprofit or philanthropic environments.
• Proven ability to use data and feedback to improve program delivery and participant experience.
• Skill in developing engaging and transformative learning environments.

Work Type and Compensation

• Contract Role: Full-time, remote, with some in-person presence required (Boston-based strongly preferred).
• Schedule: Primarily weekday business hours (Eastern Time), with flexibility for live programming.
• Compensation: $60–$80/hour, depending on experience; paid bi-weekly or monthly.
• Benefits: Flexible schedule, professional development stipend, and a supportive, collaborative team culture.