Operations Manager, New Initiatives — AI-Driven Process Optimizer

Wonderschool; United States; On-site; USD 110,000 - 170,000; Full time

Job summary

Wonderschool is seeking an Operations Manager, New Initiatives to oversee daily operations of the Tri-Share and SubPool programs. You will build scalable processes for enrollment, payments, and support, while partnering with Product and Engineering to simplify workflows through automation and AI, preserving human judgment where needed.

The role reports to the Head of New Initiatives and focuses on continuous improvement, data-driven insights, and expansion into new markets with cross-functional

Qualifications

• 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.

Responsibilities

• Manage 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.

Skills

Process improvement

Systems thinking

Requirements gathering

AI tooling

Analytical skills

Communication

Customer empathy

Cross-functional collaboration

Job description

Wonderschool is seeking an Operations Manager, New Initiatives to oversee daily operations of the Tri-Share and SubPool programs. You will build scalable processes for enrollment, payments, and support, while partnering with Product and Engineering to simplify workflows through automation and AI, preserving human judgment where needed.

The role reports to the Head of New Initiatives and focuses on continuous improvement, data-driven insights, and expansion into new markets with cross-functional