Provider Growth & AI Agent Operations Lead, Wonderschool

• 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

Desirable

• 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
• 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
• 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
• 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
• 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
• 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