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
WonderschoolSan Francisco, CA
