Head of People, Wonderschool
3 days a week in office
Marketplace for child care
Job no longer available
Marketplace for child care
101-200 employees
Job no longer available
3 days a week in office
101-200 employees
Company mission
To ensure every child has access to early education that helps them realize their potential.
Role
Who you are
- 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
What the job involves
- 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
- 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
- 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
- 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
- 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
- Strategic Leadership Events – Organize monthly executive offsites and bi annual company-wide events to drive alignment, innovation, and culture building
- 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
- 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
Our take
Wonderschool is a digital platform that enables parents and families to identify and connect with programs and preschools for infants and toddlers. The app has a huge database of potential providers, and uses intelligent software to identify the best child care and microschools for children.
This is an important service, as there are problems at both ends of the pipeline. Educators and carers are often paid insufficiently, while many parents struggle to find suitable education programs for their children. Wonderschool promises to solve those problems, while also providing a bespoke service that ensures that children get the care that they really require.
The childcare management platform has been instrumental in improving the quality and accessibility of care to children, as well as increasing the salaries of childcare professionals. It is fast-growing and can expect to continue this way following funding and partnerships.
Freddie
Company Specialist at Welcome to the Jungle
Insights
-4% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jan 2022
$25m
SERIES B
Aug 2018
$20m
SERIES A
Total funding: $49.1m
Company benefits
- Flexible PTO: 10 paid holidays, one week company winter break between Christmas and New Years and quarterly mental health refresh days
- Wellness: Monthly gym membership stipend
- Remote: Hybrid work environment and stipend for new employees to set-up your home office and a monthly wifi stipend
- Health: Up to 100% coverage for employee premiums and up to 80% for dependents
- Parental leave: Parental leave for employees after 6 months of employment
- Autonomy: We prioritize health and wellness to ensure employees can produce their best work while achieving their personal and professional goals
Company HQ
SoMa, San Francisco, CA
Leadership
Chris Bennett
(CEO)Earned a BSc in Economics from UPenn Wharton School. Private Equity Associate at Heitman. Co-founder and CEO of Soldsie. Co-founded Wonderschool in 2016.
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