Head of AI Agent Systems
Wonderschool
| Company | Wonderschool |
| Category | Data & Analytics |
| Location | San Francisco |
| Remote | On-site (inferred) |
| Employment | Not stated |
| Level | Director |
| Salary | Not stated by the employer |
| Posted | 14 Jun 2026 |
| Last verified | 9 Aug 2026 |
| Source | Employer ATS (greenhouse) |
Description
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 improving how we acquire customers, onboard them, operate their businesses, and iterate on product.
This is a hands-on role. You will work directly in the codebase, agent system, and infrastructure while leading a small team of engineers. You will be responsible for making the system work in practice and tying it to business outcomes.
This role reports directly to the CEO.
Responsibilities
Drive Revenue Through Agent Systems
Design and deploy agent-driven workflows that directly impact revenue generation
Improve conversion, onboarding speed, and provider revenue through automation
Partner with product and go-to-market to identify high-leverage revenue opportunities and implement them through agent systems
Use agents to accelerate experimentation on pricing, enrollment, and growth features
Tie agent performance to business outcomes such as revenue growth, conversion rates, and usage
Own Agent System Architecture and Performance
Own the architecture of the multi-agent system including OpenClaw, Claude Code, GBrain, and internal tooling
Improve agent output quality so outputs are usable without heavy human correction
Identify and fix system-level issues including poor outputs, coordination failures, memory loss, and context limitations
Design evaluation systems to measure success rates, failure modes, and reliability
Build a Reliable Multi-Agent Execution System
Redesign agent workflows so core processes execute reliably end-to-end
Ensure product development workflows from requirements through deploy can run through agents
Improve agent-to-agent coordination so tasks are completed without manual intervention
Introduce validation layers, retry logic, and clear ownership across workflows
Drive Adoption Across the Company
Enable engineering, product, design, go-to-market, and operations teams to use agents in their daily workflows
Define and enforce standards for how work is done using agents
Reduce reliance on manual processes by shifting execution to agent systems
Ensure systems are usable by non-engineers
Build Measurement and Feedback Loops
Implement system-wide reporting on agent performance
Track success rates, failure types, task completion, and human intervention
Us