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Wonderschool

Provider Growth & AI Agent Operations Lead

Wonderschool
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remote senior full-time San Francisco, CA

First indexed 2 Jul 2026

Description

Provider Growth & AI Agent Operations Lead

Location: Remote

Role Summary

Focus on owning the provider customer lifecycle funnel from first touch through expansion and cross-sell. You will drive 3-5x revenue growth over 12-18 months through go-to-market execution, high-touch customer success, and enabled product-led growth.

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 Sales, Success, and Cross-Sell

  • Partner with engineering to design and deploy AI agents that support provider engagement and drive cross-sell opportunities at scale:
  • Sales agents for automated outreach, nurturing, and conversion support
  • Onboarding agents for intake qualification, goal-setting, and tool enablement
  • Account management and expansion agents for ongoing engagement, cross-sell identification, and retention
  • Define agent personas, messaging frameworks, and success metrics
  • Review, iterate on, and approve all agent communications
  • Manage agent performance, measure impact on revenue and cross-sell conversion, and optimize continuously
  • Develop playbooks for seamless agent-to-human handoffs in complex scenarios

Cross-Functional Leadership and Collaboration

  • Collaborate closely with Product to inform roadmap based on provider feedback and revenue impact data
  • Partner with Engineering to scope and execute agent builds and improvements
  • Work with Sales on government sales dynamics, enterprise pricing, and procurement
  • Influence company strategy on provider positioning, messaging, and go-to-market approach
  • Champion provider voice internally; translate feedback into action
  • Work in-person with cross-functional teams to enable real-time collaboration and 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

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
This listing is enriched and indexed by YubHub. To apply, use the employer's original posting: https://job-boards.greenhouse.io/wonderschool/jobs/7792214003