Provider Growth & AI Agent Operations Lead

About this role

PROVIDER GROWTH & AI AGENT OPERATIONS LEAD

Location: San Francisco (Rincon Hill)

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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.

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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.

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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

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REQUIRED QUALIFICATIONS

* 6+ years in customer success, account management, sales operations, or business development roles * Proven ability to build and lead high-performing teams * Demonstrated track record of driving revenue growth and new customer conversion in B2B environments * Direct experience with enterprise or marketplace customer engagement * Strong communication and influence skills, equally effective with customers and internal stakeholders * Comfort with data and analytics; ability to extract insights and measure impact * Experience operating in ambiguous, fast-paced startup environments * 5-6 days a week in the Rincon Hill office required to enable collaboration with cross-functional teams

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PREFERRED QUALIFICATIONS

* Marketplace or two-sided platform experience * Government or public sector sales experience * Experience building and scaling success teams during high growth * Familiarity with regulated industries (healthcare, education, childcare) * Early experience with AI tools, agents, or automation workflows * Product thinking and ability to translate customer feedback into strategy * Background in small business or entrepreneurship * SaaS implementation or onboarding experience * Track record of expansion revenue and cross-sell success

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HOW YOU'LL WORK

Operating Model: Hands-on operator and strategic leader. You're expected to:

* Spend significant time directly with providers, visiting, conducting calls, and attending events to deeply understand their needs and identify expansion opportunities * Use agentic tools (Claude Code, Hermes, OpenClaw) to automate workflows 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

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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.

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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

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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.