Provider Growth & AI Agent Operations Lead

The posting, as Wonderschool wrote it

Provider Growth & AI Agent Operations Lead

Location: San Francisco (Rincon Hill)

Company Overview

Mission: Make high-quality early childhood education accessible to all by empowering childcare providers with tools and support while helping parents find quality learning environments.

What We're Building: A category-defining platform at the intersection of marketplace, SaaS, and public sector systems, increasingly powered by AI. Wonderschool helps providers manage operations, governments run large-scale childcare programs, and families find trusted care. Series B backed by a16z, Goldman Sachs, and First Round.

Company Culture: Small, fast-moving team that values ownership, rapid experimentation, and modern tools including AI and automation to increase leverage and impact.

Role Summary

Focus: Own the provider customer lifecycle funnel from first touch through expansion and cross-sell. You'll drive 3-5x revenue growth over 12-18 months through go-to-market execution, high-touch customer success, and enabled product-led growth. The vast majority of your work will be identifying and capturing cross-sell opportunities across our provider base. You'll combine hands-on operator skills, funnel management, and team leadership to unlock revenue by connecting providers with additional Wonderschool solutions.

Key Responsibilities

Own the Provider Funnel and Cross-Sell Growth

• Own end-to-end conversion and customer lifecycle funnel for non-paying providers becoming paying customers and identifying cross-sell expansion opportunities
• Develop deep understanding of provider pain points, business models, and decision-making frameworks
• Serve as the primary voice of the customer in product and business strategy discussions
• Identify and pursue expansion opportunities with existing customers across the full Wonderschool product suite
• Test and recommend pricing and packaging models to optimize conversion, expansion, and revenue
• Build measurement systems to track revenue impact of initiatives
• Set ambitious revenue targets and execute toward them with discipline

Enable Product-Led Growth Through Sales, Customer Success, and Account Management

• Support and activate product-led growth motions by building exceptional onboarding and success experiences that drive adoption and cross-sell
• Lead and manage provider success team executing customer success calls, account management, and quarterly business reviews
• Design and scale repeatable playbooks for provider onboarding, activation, and expansion across the product suite
• Develop coaching and enablement systems for small business consulting covering pricing, budgeting, operations, and growth strategies
• Build systems to identify at-risk providers and execute proactive retention strategies
• Establish clear accountability and performance metrics tied to revenue and customer outcomes
• Create a provider community and usage model around Wonderschool tools

Deploy AI Agents to Support
[…]
ows and measure impact

• Move fast and iterate based on feedback; bias toward action over perfect information
• Own your metrics end-to-end: from provider inputs to revenue outputs
• Partner with engineering and product on a daily basis to drive product-market fit
• Lead meetings with C-suite stakeholders; interface with government customers and partners
• Work in-person 5-6 days/week in our San Francisco office to enable real-time collaboration and drive cross-functional decision-making

What Success Looks Like (12-18 months)

• Active provider base generates 3-5x revenue growth from when you started
• Cross-sell playbooks are delivering measurable adoption of additional Wonderschool solutions
• Success playbooks are repeatable, measured, and becoming core to company operations
• High-performing team reporting to you with clear accountability to revenue and cross-sell metrics

Reporting Structure

This role reports into the executive team and sits within go-to-market and revenue operations, partnering closely with the product and engineering teams to execute GTM strategy and funnel management.

Compensation & Benefits

Base Salary: Competitive (commensurate with experience and market)
Equity: Meaningful equity package
Additional Compensation: Performance bonuses tied to revenue outcomes

Benefits Package

• Health benefits: 100% coverage for employee premiums, 80% for dependents
• Dental and vision coverage
• 401(k) match
• Flexible PTO and paid holidays
• Mental wellness days
• Competitive parental leave (eligible after 6 months)
• WiFi, wellness stipends, and co-working space reimbursement
• Collaborative, mission-driven workplace environment

Application

Ready to help childcare providers grow and unlock value for Wonderschool? Apply now with your resume, a brief note on your most impactful revenue-driving accomplishment, and any questions you have about the role.

We review applications on a rolling basis and move quickly for strong candidates.