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Head of People

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Fast Facts

Wonderschool is seeking a strategic Head of People to drive talent strategy and build a high-performance culture within the company, located in San Francisco, CA, requiring three days in-office each week.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Responsibilities: Key responsibilities include building a high-performance culture, promoting transparency, enhancing recruiting, retention strategies, organizing leadership events, overseeing HR compliance, and optimizing organizational structure.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Skills: Required skills include experience in People Ops within a SaaS or high-growth tech environment, exceptional communication abilities, a data-driven mindset, and a commitment to high standards of leadership.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Qualifications: Ideal candidates will have expertise in tech and growth-stage environments, strong judgment, and a passion for empowering others, aligning with the company's core values.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Location: San Francisco, CA, requiring in-office presence three days a week.

liETtVLaARqgmMEbYzHNNLIzUPcdfPrwhYtVK7Qa.png Compensation: Not provided by employer. Typical compensation ranges for this position are between $150,000 - $220,000.



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.
  • Data-Driven & Scalable Mindset – Comfortable using HR analytics and automation tools to drive efficiency and strategic decision-making. • Commitment to High Standards – Sets ambitious goals, tracks progress, and adapts quickly in a fast-moving environment. 
  • Values-Driven Leadership – Embodies Wonderschool’s mission and core values, with a passion for empowering childcare providers.

Our Core Values 

  • Be Open and Transparent – Foster an environment of honesty and constructive feedback.
  • Work Backwards – Set ambitious goals and break them into actionable steps. • Every Voice Matters – Value all perspectives; the best ideas win when all voices are heard.
  • Make Providers More Money – Empower childcare providers by keeping their success at the forefront.
  • Be a Driver – Take ownership with urgency and high standards. • Delight Customers – Exceed expectations through products and services. • Be Scrappy – Innovate and work resourcefully to overcome challenges. • No “I” in Wonderschool – Collaboration is key to achieving our mission. • Do the Right Thing – Act with integrity in every decision.
  • Act with Urgency – Lead with speed and precision to remain an industry pioneer.

Ready to build the future of childcare with us? Join Wonderschool today!

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Average salary estimate

$185000 / YEARLY (est.)
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$150000K
$220000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Head of People, Wonderschool

Wonderschool is on the lookout for a dynamic Head of People based in beautiful San Francisco, CA! If you're someone who loves shaping workplace culture and driving talent strategy, this could be the perfect opportunity for you. This role is all about building a high-performance environment where transparency and collaboration thrive, and where everyone feels empowered to excel. You'll be crafting strategies to enhance recruiting and retention, creating leadership events that inspire and unite, and ensuring our HR policies are top-notch. A deep understanding of People Operations within a SaaS or high-growth tech setting is vital, as well as exceptional communication skills and a data-driven approach. If you're passionate about nurturing a performance-driven culture and fostering inclusive teamwork, Wonderschool wants to hear from you! With a hybrid work model that requires three days in the office, you'll be able to lead from the heart of our operations. Join us as we continue to revolutionize early childhood education, and help us build a mission-driven workplace dedicated to its values. Your strategic mindset and commitment to high standards will be invaluable as we empower childcare providers across the country. Come be a part of something truly special with Wonderschool!

Frequently Asked Questions (FAQs) for Head of People Role at Wonderschool
What are the main responsibilities of the Head of People at Wonderschool?

As the Head of People at Wonderschool, you'll lead the charge in crafting a vibrant workplace culture, promoting transparency, and enhancing our recruiting and retention strategies. Key responsibilities include organizing leadership events, ensuring HR compliance, and optimizing the organizational structure to support growth.

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What qualifications are needed for the Head of People position at Wonderschool?

Ideal candidates for the Head of People role at Wonderschool will possess experience in People Operations within a SaaS or high-growth tech environment, strong communication abilities, a data-driven mindset, and a true passion for empowering others aligned with our company's core values.

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How does the Head of People contribute to Wonderschool's culture?

In the Head of People position at Wonderschool, you will be responsible for crafting a high-performance, inclusive workplace. This includes implementing feedback loops, launching team-building initiatives, and promoting a collaborative culture where every voice is valued.

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What skills are essential for the Head of People role at Wonderschool?

Essential skills for the Head of People at Wonderschool include exceptional judgment, communication, an understanding of HR analytics, and a commitment to high standards. You'll be expected to navigate complexities and influence leadership effectively.

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Why is the Head of People position crucial for Wonderschool?

The Head of People role is pivotal for Wonderschool as it drives the talent strategy and builds a culture that aligns with our mission. By creating an inclusive environment and high-performance standards, this role significantly impacts our ability to empower childcare providers across the nation.

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Common Interview Questions for Head of People
Can you describe your experience with People Operations in a tech environment?

Highlight relevant experiences, focusing on how you've implemented programs to enhance workplace culture, employee engagement, and recruitment strategies in a tech setting.

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How do you foster a culture of transparency and openness?

Discuss specific initiatives you've led, such as regular team meetings, feedback sessions, and open-door policies, that encourage open dialogue and employee empowerment.

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What strategies would you implement to enhance employee retention?

Speak about structured feedback mechanisms, career development programs, and diverse and inclusive practices that you've used to boost employee morale and reduce turnover.

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How do you measure the success of your People strategies?

Share how you use HR analytics and performance metrics to assess employee engagement, retention rates, and recruitment efficiency to support your strategies.

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What is your approach to leadership development?

Detail your experience in creating leadership training programs, mentoring managers, and developing competencies that align with company culture and values.

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Can you provide an example of a challenging HR issue you've successfully resolved?

Choose a specific case demonstrating your problem-solving skills, communication abilities, and how you prioritized the well-being of your team while navigating regulations.

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How do you ensure diversity and inclusivity in hiring?

Discuss methods you've employed to attract diverse talent, such as creating partnerships with organizations or developing inclusive job descriptions.

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What role does data play in your decision-making process?

Explain how you leverage data and analytics to make informed decisions about hiring, retention, employee satisfaction, or strategic direction.

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How would you handle a conflict between team members?

Illustrate your conflict resolution style, emphasizing a fair and balanced approach that promotes open communication and trust within the team.

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What attracts you to the Head of People position at Wonderschool?

Articulate your admiration for Wonderschool's mission and core values, and how your experience aligns with driving people-first strategies in the tech space.

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Wonderschool envisions a future where every child has access to quality early care and education 5 minutes from home, no matter where they live. We do this by empowering early educators to build sustainable businesses that meet the unique needs of...

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DATE POSTED
April 8, 2025

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