The Operations Manager, New Initiatives manages the daily operations of Wonderschool’s Tri-Share and SubPool programs. This role ensures both programs have clear, reliable, and scalable processes that create a strong experience for employers, providers, substitutes, employees, families, and program partners.
The Operations Manager identifies operational friction, improves workflows, develops practical systems and reporting, and works closely with Product and Engineering to make the platforms easier to use and more effective. They bring a continuous-improvement mindset, using AI and automation to reduce manual work while maintaining the human judgment and empathy that child care programs require.
This role reports to the Head of New Initiatives.
Key ResponsibilitiesManage Tri-Share operations, ensuring clear, reliable processes for enrollment, eligibility, communications, payments, customer support, and reporting.
Manage SubPool operations, setting priorities, clarifying expectations, reviewing performance and trends, and providing support on escalated or complex issues.
Improve the operating systems behind both programs by creating clear workflows, documentation, reporting, escalation paths, and performance measures.
Identify friction for customers and internal teams, then lead practical improvements that make processes simpler, faster, and more reliable.
Partner with Product and Engineering to identify operational needs, prioritize enhancements, test new workflows, and ensure platform changes work in real-world use.
Use data, customer feedback, and frontline observations to identify trends, risks, and opportunities for improvement.
Look for opportunities to automate repetitive work using AI and other tools, while preserving human review where customer trust, compliance, or judgment is needed.
Work closely with cross-functional teams to support program launches, process changes, and growth into new markets.
4+ years of experience in operations, program management, implementation, customer operations, or a similar role.
Strong process-improvement and systems-thinking skills.
Comfort working with Product and Engineering teams and translating operational needs into clear requirements.
Curiosity and confidence using AI tools to improve workflows, reduce manual work, and surface insights.
Strong analytical, organizational, written, and verbal communication skills.
A customer-centered mindset and sound judgment when handling operational issues.
Empathy for the realities facing child care providers, educators, working parents, and families.
Experience in child care, education, workforce development, benefits administration, marketplaces, government programs, or mission-driven technology.
Experience supporting operations across multiple states, markets, or regulatory environments.
Familiarity with CRM, customer support, workflow automation, payment, or reporting platforms.
Skills Required
- 4+ years of experience in operations, program management, implementation, customer operations, or similar role
- Strong process-improvement and systems-thinking skills
- Comfort working with Product and Engineering teams and translating operational needs into clear requirements
- Curiosity and confidence using AI tools to improve workflows and surface insights
- Strong analytical, organizational, written, and verbal communication skills
- Customer-centered mindset and sound judgment when handling operational issues
- Empathy for the realities facing child care providers, educators, working parents, and families
- Experience in child care, education, workforce development, benefits administration, marketplaces, government programs, or mission-driven technology
- Experience supporting operations across multiple states, markets, or regulatory environments
- Familiarity with CRM, customer support, workflow automation, payment, or reporting platforms
Wonderschool Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Wonderschool and has not been reviewed or approved by Wonderschool.
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Healthcare Strength — Employer-paid medical premiums for employees and substantial dependent coverage are highlighted across postings, indicating robust healthcare value. This materially elevates total compensation, especially for those covering families.
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Leave & Time Off Breadth — The time-off program includes flexible PTO, paid holidays, a winter company shutdown, and recurring mental health days. This provides predictable rest periods in addition to flexible leave.
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Wellbeing & Lifestyle Benefits — Remote-friendly stipends like home-office setup and monthly Wi‑Fi, plus a monthly wellness/gym reimbursement, are consistently called out in postings. Such perks support day-to-day work and personal wellbeing.
Wonderschool Insights
What We Do
At Wonderschool (www.wonderschool.com) our mission is to ensure every child has access to early education that helps them realize their potential. There is a major shortage of childcare and preschools in the United States and we believe one of the best ways to increase access for families is to help teachers start great child cares and preschools out of their homes. We provide assistance with licensing, setting up a classroom, setting pricing, building a website, matching parents to their program, operating a school day to day, and everything in between. Our goal is to build product to let teachers focus on what they do best – caring for and educating children
