Deputy Director, Strategy, Operations & Impact

DRG Consulting; San Jose (CA); On-site; USD 140,000 - 170,000; Full time

Benefits offered by this job

Medical, vision, dental insurance

401(k) with match

Paid time off & holidays

Sick leave & floating holidays

Job summary

Grail Family Services is seeking a Deputy Director to partner with the Executive Director in guiding the organization’s next growth chapter. This in-person role in San Jose focuses on program leadership, operational excellence, and cross‑functional strategy within the Sí Se Puede Collective.

The ideal candidate brings 15+ years of nonprofit leadership, strong financial acumen, and a commitment to equity and community empowerment. Occasional evenings and weekends required.

Qualifications

• Minimum 15 years of progressive program and organizational management experience.
• Experience leading operations, programs, staff, or portfolios in a growing nonprofit environment.
• Familiarity with government/state contracts, regulated service environments, budgets, grants, and implementation requirements.
• Authorization to work in the United States (proof required upon employment)

Responsibilities

• Drive the programmatic vision and strategic direction across all mission-related initiatives.
• Partner with the Executive Director to set strategic priorities and collaborate with the senior leadership team.
• Lead the implementation of Grail Family Services' Strategic plan, including execution, monitoring, and evaluation.
• Serve as a bridge between the Executive Director and functional leaders for clear communication and direction.
• Oversee cross-functional efforts to implement SSPC-aligned strategies and ensure accountability.

Skills

Strategic leadership

Cross-functional collaboration

Nonprofit leadership

Budget & grants

Change management

People management

Education

Master’s degree in education

Job description

Grail Family Services is seeking a Deputy Director to partner with the Executive Director in guiding the organization’s next growth chapter. This in-person role in San Jose focuses on program leadership, operational excellence, and cross‑functional strategy within the Sí Se Puede Collective.

The ideal candidate brings 15+ years of nonprofit leadership, strong financial acumen, and a commitment to equity and community empowerment. Occasional evenings and weekends required.