Head of People

Head of People - Wonderschool 

Location: San Francisco, CA (3 days in office) 

About Wonderschool 

Wonderschool is a technology-driven company revolutionizing early childhood  education by empowering childcare providers with cutting-edge SaaS and marketplace  solutions. Our platform leverages data, automation, and AI to streamline operations,  increase provider revenue, and expand access to high-quality childcare for families  across the U.S. 

As we continue to scale, we are committed to fostering an inclusive, high-performing,  and mission-driven workplace built on transparency, collaboration, and speed. We’re  looking for a visionary and strategic Head of People to drive our talent strategy, build  a high-performance culture, and help Wonderschool remain an industry pioneer. If  you’re passionate about leading people-first strategies in a fast-moving tech  environment, we’d love to hear from you. 

The Opportunity 

This role is ideal for a proactive, data-driven leader with a track record of scaling  teams in fast-paced, high-growth tech companies. As Head of People, you will  partner with executive leadership to design and execute a people strategy that aligns  with Wonderschool’s growth, culture, and core values. You’ll be responsible for  fostering a performance-driven, collaborative, and inclusive workplace, ensuring  every team member is empowered to thrive. 

Key Responsibilities 

Build a High-Performance Culture 

• Culture of Openness – Promote transparency and open dialogue, empowering employees to tackle challenges and share ideas freely.
• Data-Driven Performance Standards – Implement structured, quarterly performance reviews with measurable goals, reinforcing a culture of urgency, ownership, and excellence. 

Foster In-Office Collaboration 

• Hybrid Culture – Develop and sustain an engaging in-office experience that strengthens cross-functional collaboration and innovation.
• Team Engagement – Launch initiatives to maximize employee connection and team cohesion, making in-office days high-value.

Enhance Recruiting, Retention & Employer Brand 

• Tech-Focused Talent Strategy – Scale a high-performing, diverse, and mission-aligned workforce, leveraging data-driven recruitment practices to attract top SaaS and marketplace talent. 
• Retention & Engagement – Develop structured employee feedback loops, using insights to optimize engagement, career development, and retention.

Lead Team Offsites & Executive Alignment 

• Strategic Leadership Events – Organize monthly executive offsites and bi annual company-wide events to drive alignment, innovation, and culture building.

Strengthen Compliance & HR Operations 

• HR Compliance & Risk Management – Oversee HR policies and legal compliance across federal, state, and local levels.
• HR Tech & Automation – Implement scalable HR systems that enhance efficiency and data-driven decision-making.

Organizational Design & Leadership Development 

• Leadership Growth – Develop a leadership training framework to support managers in leading high-performing, values-driven teams.
• Org Design & Scalability – Regularly assess and optimize organizational structure to support business expansion and agility.

Ideal Candidate Profile 

• Tech & Growth-Stage Expertise – Experience leading People Ops in a SaaS, marketplace, or high-growth tech environment.
• Exceptional Judgment & Communication – Ability to navigate complexity, influence leadership, and communicate with clarity