Wonderschool

Data Lead

Wonderschool$125K — $150K *
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in data roles with experience in startup environments
  • Proficiency in SQL and familiarity with BigQuery, HubSpot, and Stripe
  • Experience in regulated sectors like govtech, healthtech, or fintech
  • Strong understanding of data governance and compliance practices
  • Hands-on experience in entity resolution and data deduplication
  • Ability to utilize AI tools for data management and decision-making

Responsibilities

  • Build and maintain a comprehensive data model for various stakeholders
  • Structure data for AI accessibility and functionality
  • Oversee state government data delivery and maintain quality control
  • Lead efforts in identity resolution and data deduplication
  • Document and define crucial business metrics for cross-department use
  • Implement data quality monitoring and governance processes
  • Automate workflows using AI agents for data inquiries

Benefits

  • Direct access to CEO as a founding data hire
  • Opportunity to impact government child care systems and small business support
  • Be part of a small, agile team focused on immediate action
  • Work on critical data that influences government agencies and community providers
Full Job Description
About the Role

We are hiring a Data Lead to build the data foundation the whole company runs on: our commercial product, our government platform, and the AI agents that coach and support providers at scale.

This is a deeply hands-on role. You will write SQL, ship models, load data, and debug pipelines yourself every day. You will own two things that are really one problem: a single, trusted model of our providers, children, and families, and the delivery of state-mandated data work (Data Hub integration, legacy migration, identity resolution) for our government partners.

You will use AI agents heavily to do this work. We run Claude Code, Hermes, and OpenClaw across the company, and we expect you to multiply your output with them. We stay small on purpose and hire only when the work demands it.

Get this right and every agent, dashboard, and coaching interaction gets smarter. This role reports directly to the CEO.

What You'll Do
  • Build the canonical data model for providers, sites, children, and families across BigQuery, HubSpot, Stripe, and our product databases. One ID, one definition, one source of truth
  • Structure our data so AI agents can read it and act on it: entity tables, snapshots, and pre-computed briefings that power provider coaching at scale
  • Own data delivery for our state government platform: bi-directional Data Hub sync, historical licensing data migration, staging-to-prod loads, validation, and governance sign-off
  • Lead identity resolution and deduplication across legacy state systems so every provider and child has one accurate record
  • Define and document the metrics the business runs on, from "active provider" to churn risk, and make them self-serve for operations and provider success teams
  • Set the data quality bar: monitoring, alerting, lineage, and handling of sensitive data in line with government agreements
  • Use agents to automate your own workflows first, then help other teams do the same with their data questions

What Success Looks Like
  • State data loads pass validation and acceptance without heroics
  • Zero duplicate-provider incidents across our systems and the state's
  • Anyone in the company can answer "how is this provider doing" in one query, and so can an agent
  • Agents deliver accurate, personalized coaching to a pilot cohort of providers, validated by our provider success team
  • Metrics stop being debated in meetings because definitions are documented and trusted

Who You Are

You have been the first or early data hire at a startup and you have also shipped data work in a regulated environment, govtech, healthtech, or fintech, where governance, masking, and audit trails are table stakes. You are as comfortable writing a dbt model as you are working through a data governance agreement with a state counterpart. You have real scar tissue from entity resolution and dedup work. You already use AI agents as a daily part of how you work, you understand what makes data legible to an LLM, and you figure things out independently. You are happiest as a team of one or two and would rather automate a task than hire around it. You want to build the system, not inherit one.

Location
  • San Francisco, California - in-person, 5-6 days a week in our office in Rincon Hill

Why Join Us
  • Founding data hire with direct access to the CEO and a mandate to build from zero
  • Your work powers both a government platform serving a state's child care system and AI agents coaching thousands of small business owners
  • Small, fast-moving team that values action over process
  • Real data, real stakes: government agencies, child care providers, parents, and teachers all depend on what you build

About Wonderschool

Wonderschool is an online platform that helps educators start, grow, and manage their own in-home preschools and child care programs. The company provides a suite of tools and services to help educators with licensing, curriculum, marketing, and enrollment. Wonderschool was founded in 2016 by Chris Bennett and Arrel Gray, and is headquartered in San Francisco, California.
Learn more about Wonderschool
Size
50 employees
Industry
Founded
2012

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