Provider Growth – AI Agent Operations Lead

Wonderschool; San Francisco (CA); On-site; USD 120,000 - 150,000; Full time

Benefits offered by this job

100% coverage for employee health premiums

Flexible PTO

Performance bonuses

Job summary

Wonderschool is seeking a Provider Growth & AI Agent Operations Lead in San Francisco. This role focuses on driving revenue growth by managing the provider customer lifecycle and capturing cross-sell opportunities through effective team leadership.

The ideal candidate will have 6+ years in customer success or sales operations and a proven record of building high-performing teams. This position requires strong communication skills and a hands-on approach to customer engagement.

Qualifications

• 6+ years in customer success, account management, or business development.
• Proven ability to build and lead high-performing teams.
• Strong communication and influence skills.

Responsibilities

• Own the provider customer lifecycle funnel.
• Identify and capture cross-sell opportunities.
• Lead provider success team and manage customer success.

Skills

Customer success

Sales operations

Team leadership

Data analysis

Communication skills

Education

6+ years in relevant roles

Tools

Agentic tools

Job description

Provider Growth & AI Agent Operations Lead

Location: San Francisco (Rincon Hill)

Role Summary

Own the provider customer lifecycle funnel from first touch through expansion and cross‑sell. Drive 3‑5x revenue growth over 12‑18 months through go‑to‑market execution, high‑touch customer success, and product‑led growth. Identify and capture cross‑sell opportunities across our provider base, combining hands‑on operator skills, funnel management, and team leadership to unlock revenue by connecting providers with additional Wonderschool solutions.

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

How You’ll Work

• 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

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.

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
• Collaborative, mission‑driven workplace environment