Director of Workforce Development

St. Francis House (SFH) is the Commonwealth's largest day shelter for adults experiencing homelessness and poverty, serving up to 600 individuals each day, year-round, across two downtown Boston locations. Alongside meals, clothing, showers, and other basic necessities, SFH offers an on-site medical clinic, behavioral health and recovery services, permanent supportive housing, and workforce development, all guided by a person-centered, recovery-oriented, and trauma-informed Philosophy of Care.

For more than 30 years, SFH's commitment to Workforce Development has helped guests facing homelessness and other significant barriers to employment increase income, build skills, and move toward greater stability. Today, the department is anchored by the Sullivan Family Moving Ahead Program (MAP), a structured 14-week employment readiness and life-skills program, and Employment Services, which provides individualized job search, training, education, and wellness and life skills support.

An on-site boutique also provides guests with professional attire. Participants come to these programs from shelters, recovery housing, incarceration, and other life circumstances as they build or rebuild their careers.

SFH is seeking an experienced, steady, and forward-looking Director of Workforce Development to lead a $1.4 million operation and an 11-member team as the department strengthens coordination across programs and adapts to a changing job market. Reporting to the Vice President of Programs & Services, the Director holds a hands-on, highly visible role with responsibility for public contracts and partnerships across Boston's workforce, recovery, and human-services networks.

Priorities include establishing clear goals and measures of success and deepening employer and community relationships. SFH is awaiting decisions on new funding that would expand its programming, and the next Director would help shape that growth.

• A seasoned workforce development leader committed to SFH's Philosophy of Care and to helping people achieve lasting economic stability.
• A leadership style that is decisive without being rigid, collaborative without avoiding difficult calls, and confident without losing humility.
• A demonstrated ability to lead in a hands-on service environment, model best practices, and navigate complex or sensitive situations with sound judgment and composure.
• A data-informed approach that values measurable outcomes while recognizing the individual stories behind the numbers.

• Lead the department’s Workforce Development strategy across MAP and Employment Services, aligning programs around shared goals, and ensuring effective coordination and accountability.
• Lead, coach, and develop a multi-disciplinary team, including direct supervision of MAP and Employment Services Managers, Wellness and Life Skills Coach, and Program Assistant.
• Oversee a $1.4 million budget that braids federal, state, city, and philanthropic funding (including DOL, HUD Continuum of Care, WIOA, and the City of Boston), with responsibility for compliance, reporting, renewals, and quality assurance, working closely with SFH's finance and contracts teams.
• Serve as a member of SFH's leadership team, contributing to organization-wide planning and decision-making while maintaining a visible, hands-on presence in program operations.
• Establish clear performance goals and measures for employment, income, retention, program quality, and participant outcomes, and use the data to drive continuous improvement.
• Build and sustain strategic relationships with training providers, recovery and housing nonprofits, funders, and other community partners (e.g., Mass Hire, Boston Private Industry Council, City of…