Senior Director of Programs

DRG Consulting; San Jose (CA); On-site; USD 130,000 - 150,000; Full time

Benefits offered by this job

Medical, vision, dental coverage

401(k) with 10% match

Paid time off

Job summary

Grail Family Services in San Jose, CA, seeks a Director of Programs to lead the strategic design, implementation, and evaluation of all programs, including state-funded preschools, daycare, FCCHEN, and school-based initiatives. You will guide diverse teams and ensure seamless, data-driven, compliant operations.

The ideal candidate has 7+ years in progressive program management with leadership, California education contracts experience, and a commitment to equity and community partnership.

Qualifications

• Minimum 7 years of progressive program management experience with at least 5 years in a leadership role.
• Experience with State of California Department of Education and CDSS contracts.
• Knowledge of Title V and Title 22 regulations.
• Demonstrated success in staff supervision, budgeting, program evaluation, and strategic planning.
• Experience working with diverse populations, including immigrant and Spanish-speaking communities.
• Authorization to work in the United States.

Responsibilities

• Develop and implement mission-aligned program strategies and initiatives.
• Collaborate with leaders to identify strategic opportunities and partnerships.
• Ensure programs meet standards and regulatory requirements.
• Build cross-site workflows for coordinated family care.
• Partner with Evaluation Manager for data-driven decision making.
• Maintain records for audits and regulatory compliance.
• Identify gaps and mitigate risks in program delivery.
• Supervise program managers and support staff growth.
• Collaborate with the Sí Se Puede Collective and community partners.

Skills

Program management

Leadership

CA contracts

Regulations knowledge

Staff supervision

Budgeting

Grants management

Bilingual (English/Spanish)

Adult learning

Education

Master’s degree in education

Teaching Credential

Program Director Permit

Job description

Grail Family Services is pleased to work with DRG to conduct this search.

BACKGROUND

The Organization

For more than 25 years, Grail Family Services (GFS) has been the heart of family resources, child care, and early learning in the historic Mayfair neighborhood of East San Jose. We advance the belief that services like high quality child care can transform lives and communities. GFS partners with families, schools, and communities to promote children's success and well-being. We serve a community where more than 50% of local students are not reading at grade level by 3rd grade. Through our programs and family engagement efforts, we inspire lifelong learning and support the intellectual, creative, social, emotional, and physical development of every child. We believe strong partnerships with parents are key to success. We pair data with lived experience, co‑designing solutions with families and sharing what works to strengthen early learning locally and beyond.

Through our First 5 Family Resource Center, we deliver information and referrals, coordinate services in partnership with members of the Si Se Puede Collective, and provide parenting workshops with onsite child enrichment to our local community. GFS has also designed and implemented innovative, family-focused programming that are research based, such as our Family Math Program (in partnership with Stanford University’s DREME Network and NYU) and the Building Blocks of Parenting™ (BBP) App (in collaboration with the Santa Clara County Office of Education and FIRST 5 Santa Clara County). We continue to be a leader in the early childhood education and child care innovation space and are committed to bring this innovation to East San Jose. Learn more at www.gfsfamilyservices.org.

The Sí Se Puede Collective (SSPC) is comprised of five anchor organizations in East San José’s Mayfair neighborhood—Amigos de Guadalupe, Grail Family Services, the School of Arts and Culture at MHP, SOMOS Mayfair, and Veggielution. Together, we serve low-income families through coordinated services, advocacy, and community engagement, grounded in the belief that collective action creates deeper impact.

The vision of the SSPC is for a Mayfair community that is rooted and thriving, where resilient families have confidence in their gifts, choices and dreams. The mission of the SSPC is to leverage the collective’s creativity, services and advocacy to create opportunities and access to basic needs, education, literacy, and community engagement.

Shared strategies include:

• Uplifting Mayfair’s cultural identity and sense of belonging
• Supporting early learning and student success
• Helping youth navigate the world with cultural confidence
• Coordinating family-centered services and referrals
• Advancing community-led advocacy and systems change
• Promoting innovative development without displacement
• Implementing a blueprint for transformation in historic East San Jose
• Promote smart development without displacement in the Mayfair community

The Position

Reporting to the Deputy Director and collaborating with the Senior Leadership Team (including the Directors of Development, Finance, Operations & HR, and Policy & Communications), the Director of Programs oversees the strategic design, implementation, management, and evaluation of all GFS programs and initiatives.

You will guide strategy and execution for a diverse portfolio, including:

• State and federally funded preschools
• Full-day toddler daycare center
• Family Child Care Home Education Network (FCCHEN)
• First 5-Family Resource Center and community programs
• School-based programs
• Collaborations with the Sí Se Puede Collective

As a key thought partner to the Executive and Deputy Directors, this leader will help operationalize GFS’s role as a demonstration site for the City of San José’s Children & Youth Services Master Plan (CYSMP), contributing to systems alignment, equitable access, and a ‘no wrong door’ approach for families.

The ideal candidate is an experienced, collaborative leader, with deep knowledge of early childhood education and family engagement. They value co‑creating alongside the families they serve, and are comfortable using design thinking approaches, outcome evaluation, and continuous learning to shape programs. This leader is adept at balancing big‑picture thinking with practical execution and thrives in fast‑moving environments. They are grounded in the community and deeply committed to equity, social justice, and strengthening systems that support children and families.

ROLE OVERVIEW

Program Strategy and Oversight

• Lead the development and implementation of mission-aligned program strategies and initiatives
• Collaborate with the Deputy Director and Senior Leadership to identify and pursue strategic program opportunities and partnerships
• Ensure programs meet high standards of excellence and comply with relevant regulations and ethical standards
• Build shared processes and cross-site workflows so families experience seamless, coordinated care
• Develop systems in partnership with our Evaluation Manager for program effectiveness and ensure data-driven decision making, promoting a culture of evaluation amongst the program team
• Oversee record-keeping to ensure smooth audits and regulatory compliance
• Stay informed of changes to state and federal regulations, especially related to early childhood education
• Identify gaps in programming and recommend solutions
• Identify and mitigate risks related to program delivery, staffing, and compliance

Team Leadership and Supervision

• Supervise and support program managers to foster professional growth, quality assurance, innovation and collaboration
• Work with the Director of Operations & HR to recruit and retain qualified program staff
• Lead a multi-generational team by providing mentorship, coaching, and clarity around expectations while honoring the organization’s culture, values, and standards.

Organizational Leadership

• Collaborate with the Director of Policy and Communications on the implementation of GFS Policy Agenda
• Partner with the Director of Finance to oversee program budgets and resource allocation and ensure reporting compliance for contracts
• Support the Director of Development in fundraising efforts, including grant and donor reporting and programmatic compliance
• Facilitating strong working relationships between program teams and support departments
• Participate in collaborative work with the Si Se Puede Collective and other community partners.
• Be a visible, trusted presence in the community, representing GFS at events within and outside the organization.

THE IDEAL CANDIDATE

Required Qualifications

• Minimum 7 years of progressive program management experience, with at least 5 years in a leadership role
• Experience with State of California Department of Education and CDSS contracts
• Knowledge of Title V and Title 22 regulations
• Demonstrated success in staff supervision, budgeting, program evaluation, and strategic planning
• Experience working with diverse populations, including immigrant and Spanish-speaking communities
• Strong leadership and collaboration skills
• Excellent verbal and written communication skills
• Deep commitment to equity, social justice, and community empowerment
• Familiarity with professional development, training, and adult learning
• Authorization to work in the United States (proof required upon employment)

Preferred Qualifications

• Master’s degree in education, child development, social work, or a related field
• Bilingual in English and Spanish
• Experience with grants management, fundraising, and systems change initiatives
• Problem-solving mindset with a focus on continuous improvement

Licenses & Certifications

• Program Director Permit or valid Teaching Credential (preferred)
• CPR/First Aid Certification and Mandated Reporter Training (within 60 days of hire)
• Proof of required immunizations (TB, MMR, Tdap, Influenza)
• Background check and fingerprint clearance required

WHO WE ARE

This is an in-person role based in the Grail Family Services offices in the Mayfair community of San Jose, CA. Some evening and weekend work is required, with some local travel as needed.

Our Core Values

• Respect: We respect each other, our clients, and the larger community.
• Collaboration: We seek to increase our impact and scope through partnership and collaboration with each other, our clients and the larger ecosystem.
• Integrity: We conduct our business with honesty and transparency.
• Inclusion: We value equity, inclusion, and dignity for all. We pledge to support and maintain an environment that respects the diversity of the people with whom we engage.
• Family: We acknowledge families' strengths, respect their unique assets, and partner with them to meet their needs. We focus on the parent/child relationship.
• Quality: Each program and service includes documented expected outcomes, which we measure and review in the spirit of continuous improvement.

COMPENSATION AND BENEFITS

$130,000 - $150,000

• Medical, vision, and dental insurance (valued at over $6,000/year) with no employee contribution
• 401(k) retirement plan with 10% employer match contribution
• Paid Time Off including:
• Vacation days, paid holidays, sick leave, and 2 floating holidays annually (upon eligibility)

TIMELINE AND NEXT STEPS

All applicants will receive an email confirming receipt of their application.

We encourage candidates of all backgrounds to apply even if you do not meet all of the qualifications outlined above. If you are selected to move forward for an initial screening call, we expect you to hear from us by the end of October.