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Head of AI Agent Systems

Wonderschool - San Francisco

Posted Apr 30, 2026

Benefits

Parental leave
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Non-birth-parent leave
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Family-building benefits
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Mental health support
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Weekend work
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About this role

Head of AI Agent Systems San Francisco About Wonderschool Wonderschool builds software and systems that help businesses operate, grow, and generate revenue. We started in childcare, where we provide a platform that helps providers manage enrollment, operations, compliance, and payments. We also partner with governments to run large-scale childcare programs. We are a Series B company backed by Andreessen Horowitz, Goldman Sachs, Long Journey Ventures, and First Round Capital. The business is cash flow positive and expanding that position. We are building a unified platform that combines marketplace, SaaS, and government infrastructure. We are expanding into adjacent verticals over time, including healthcare, microschools, and other service-based businesses. A core part of our strategy is using AI to automate how work gets done across the company. This includes product development, operations, customer support, and go-to-market. We are also building systems to improve compliance, oversight, and fraud detection, particularly in government-funded programs. We have already deployed a multi-agent system using OpenClaw and our internal Claude Code system. These agents operate across product, engineering, design, data, and operations. Parts of the system work today. Much of it is inconsistent, hard to measure, and not reliable enough for production use. This role is responsible for fixing that and turning it into a system that drives revenue. Position Summary The Head of AI Agent Systems owns the design, performance, and evolution of Wonderschool's multi-agent system. This role is responsible for turning a partially working agent system into a production-grade platform that directly drives revenue by

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