Provider Growth & AI Agent Operations Lead

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

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 days/week in-office presence required to enable collaboration with cross-functional teams

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

Compensation & Benefits

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