Provider Growth & AI Agent Operations Lead at Wonderschool

<h1>Provider Growth &amp; AI Agent Operations Lead</h1> <p><strong>Location:</strong> San Francisco (Rincon Hill)</p> <hr> <h2>Company Overview</h2> <p><strong>Mission:</strong> Make high-quality early childhood education accessible to all by empowering childcare providers with tools and support while helping parents find quality learning environments.</p> <p><strong>What We're Building:</strong> 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.</p> <p><strong>Company Culture:</strong> Small, fast-moving team that values ownership, rapid experimentation, and modern tools including AI and automation to increase leverage and impact.</p> <hr> <h2>Role Summary</h2> <p><strong>Focus:</strong> 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.</p> <hr> <h2>Key Responsibilities</h2> <h3>Own the Provider Funnel and Cross-Sell Growth</h3> <ul> <li>Own end-to-end conversion and customer lifecycle funnel for non-paying providers becoming paying customers and identifying cross-sell expansion opportunities</li> <li>Develop deep understanding of provider pain points, business models, and decision-making frameworks</li> <li>Serve as the primary voice of the customer in product and business strategy discussions</li> <li>Identify and pursue expansion opportunities with existing customers across the full Wonderschool product suite</li> <li>Test and recommend pricing and packaging models to optimize conversion, expansion, and revenue</li> <li>Build measurement systems to track revenue impact of initiatives</li> <li>Set ambitious revenue targets and execute toward them with discipline</li> </ul> <h3>Enable Product-Led Growth Through Sales, Customer Success, and Account Management</h3> <ul> <li>Support and activate product-led growth motions by building exceptional onboarding and success experiences that drive adoption and cross-sell</li> <li>Lead and manage provider success team executing customer success calls, account management, and quarterly business reviews</li> <li>Design and scale repeatable playbooks for provider onboarding, activation, and expansion across the product suite</li> <li>Develop coaching and enablement systems for small business consulting covering pricing, budgeting, operations, and growth strategies</li> <li>Build systems to identify at-risk providers and execute proactive retention strategies</li> <li>Establish clear accountability and performance metrics tied to revenue and customer outcomes</li> <li>Create a provider community and usage model around Wonderschool tools</li> </ul> <h3>Deploy AI Agents to Support Sales, Success, and Cross-Sell</h3> <ul> <li>Partner with engineering to design and deploy AI agents that support provider engagement and drive cross-sell opportunities at scale: <ul> <li>Sales agents for automated outreach, nurturing, and conversion support</li> <li>Onboarding agents for intake qualification, goal-setting, and tool enablement</li> <li>Account management and expansion agents for ongoing engagement, cross-sell identification, and retention</li> </ul> </li> <li>Define agent personas, messaging frameworks, and success metrics</li> <li>Review, iterate on, and approve all agent communications</li> <li>Manage agent performance, measure impact on revenue and cross-sell conversion, and optimize continuously</li> <li>Develop playbooks for seamless agent-to-human handoffs in complex scenarios</li> </ul> <h3>Cross-Functional Leadership and Collaboration</h3> <ul> <li>Collaborate closely with Product to inform roadmap based on provider feedback and revenue impact data</li> <li>Partner with Engineering to scope and execute agent builds and improvements</li> <li>Work with Sales on government sales dynamics, enterprise pricing, and procurement</li> <li>Influence company strategy on provider positioning, messaging, and go-to-market approach</li> <li>Champion provider voice internally; translate feedback into action</li> <li>Work in-person with cross-functional teams to enable real-time collaboration and decision-making</li> </ul> <hr> <h2>Required Qualifications</h2> <ul> <li><strong>6+ years</strong> in customer success, account management, sales operations, or business development roles</li> <li>Proven ability to build and lead high-performing teams</li> <li>Demonstrated track record of driving revenue growth and new customer conversion in B2B environments</li> <li>Direct experience with enterprise or marketplace customer engagement</li> <li>Strong communication and influence skills, equally effective with customers and internal stakeholders</li> <li>Comfort with data and analytics; ability to extract insights and measure impact</li> <li>Experience operating in ambiguous, fast-paced startup environments</li> <li><strong>5-6 days a week in the Rincon Hill office required to enable collaboration with cross-functional teams</strong></li> </ul> <hr> <h2>Preferred Qualifications</h2> <ul> <li>Marketplace or two-sided platform experience</li> <li>Government or public sector sales experience</li> <li>Experience building and scaling success teams during high growth</li> <li>Familiarity with regulated industries (healthcare, education, childcare)</li> <li>Early experience with AI tools, agents, or automation workflows</li> <li>Product thinking and ability to translate customer feedback into strategy</li> <li>Background in small business or entrepreneurship</li> <li>SaaS implementation or onboarding experience</li> <li>Track record of expansion revenue and cross-sell success</li> </ul> <hr> <h2>How You'll Work</h2> <p><strong>Operating Model:</strong> Hands-on operator and strategic leader. You're expected to:</p> <ul> <li>Spend significant time directly with providers, visiting, conducting calls, and attending events to deeply understand their needs and identify expansion opportunities</li> <li>Use agentic tools (Claude Code, Hermes, OpenClaw) to automate workflows and measure impact</li> <li>Move fast and iterate based on feedback; bias toward action over perfect information</li> <li>Own your metrics end-to-end: from provider inputs to revenue outputs</li> <li>Partner with engineering and product on a daily basis to drive product-market fit</li> <li>Lead meetings with C-suite stakeholders; interface with government customers and partners</li> <li>Work in-person 5-6 days/week in our San Francisco office to enable real-time collaboration and drive cross-functional decision-making</li> </ul> <p><strong>What Success Looks Like (12-18 months):</strong></p> <ul> <li>Active provider base generates 3-5x revenue growth from when you started</li> <li>Cross-sell playbooks are delivering measurable adoption of additional Wonderschool solutions</li> <li>Success playbooks are repeatable, measured, and becoming core to company operations</li> <li>High-performing team reporting to you with clear accountability to revenue and cross-sell metrics</li> </ul> <hr> <h2>Reporting Structure</h2> <p>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.</p> <hr> <h2>Compensation &amp; Benefits</h2> <p><strong>Base Salary:</strong> Competitive (commensurate with experience and market)<br> <strong>Equity:</strong> Meaningful equity package<br> <strong>Additional Compensation:</strong> Performance bonuses tied to revenue outcomes</p> <p><strong>Benefits Package:</strong></p> <ul> <li>Health benefits: 100% coverage for employee premiums, 80% for dependents</li> <li>Dental and vision coverage</li> <li>401(k) match</li> <li>Flexible PTO and paid holidays</li> <li>Mental wellness days</li> <li>Competitive parental leave (eligible after 6 months)</li> <li>WiFi, wellness stipends, and co-working space reimbursement</li> <li>Collaborative, mission-driven workplace environment</li> </ul> <hr> <h2>Application</h2> <p>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.</p> <p>We review applications on a rolling basis and move quickly for strong candidates.</p>