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From the employer's careers site First seen 27 Oct 2026 · Still live on 30 Oct 2026

Head of Sales, Providers

Wonderschool San Francisco Hybrid executive full-time

The employer hasn't listed a salary.

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Description

Job Overview

We are seeking a Head of Sales to lead our provider sales team and drive revenue growth from child care providers. As a key member of our Sales & Operations department, you will be responsible for converting inbound interest, building new pipeline, and helping the team sell across our marketplace and SaaS solutions.

Responsibilities

Grow Revenue

  • Own revenue targets and results for the provider sales team across SaaS and usage-based marketplace solutions.
  • Improve conversion rates from initial conversation to close and initial use.
  • Develop an outbound motion to complement existing inbound demand.
  • Identify opportunities to grow revenue from existing providers by offering additional Wonderschool products.
  • Track revenue generated by signed providers, including usage-based revenue.
  • Use customer feedback and sales results to refine targeting, positioning, and sales approaches.

Hire and Lead the Team

  • Recruit, manage, and develop provider salespeople.
  • Participate in sales calls and join important deals.
  • Coach reps on discovery, deal strategy, objections, follow-up, and closing.
  • Set ambitious goals and hold team members accountable for results.

Build the Sales System

  • Configure and optimize HubSpot for lead routing, pipeline stages, sequences, workflows, and reporting.
  • Create playbooks for selling SaaS and usage-based marketplace solutions.
  • Analyze funnel data to identify bottlenecks and implement improvements.
  • Collaborate with provider growth and customer success teams to ensure successful adoption.

Make AI Useful

  • Leverage AI for prospect research, outbound outreach, call preparation, and tracking.
  • Measure the impact of AI on qualified pipeline, conversion, and revenue.
  • Help providers utilize Wonderschool's AI tools to enhance their businesses.
  • Gather insights from provider conversations to inform product development.

What Success Looks Like

  • Revenue growth from child care providers across SaaS and usage-based solutions.
  • Improved conversion rates and creation of a reliable source of qualified outbound opportunities.
  • Consistent achievement of revenue targets by sales reps.
  • Effective onboarding and performance management for new hires.
  • Accurate pipeline and forecast reporting in HubSpot.
  • Successful product adoption and continued use by providers.

Requirements

  • Proven experience growing revenue selling SaaS, marketplace, or usage-based products to small businesses.
  • Experience hiring, coaching, and managing sales teams.
  • Strong sales skills, with the ability to earn trust and move deals forward.
  • Leadership skills, with the ability to make decisions and take responsibility for results.
  • Proficiency in HubSpot and experience with sales process optimization.
  • Familiarity with AI applications in sales workflows.
  • Quick learner, with the ability to adapt to new products and customer needs.

Compensation and Location

  • Highly competitive compensation with uncapped earning potential.
  • Equity and comprehensive benefits package.
  • Based in San Francisco office, Monday through Friday, with occasional weekend work.

Skills

Required

Nice to have

  • Child care
  • Education
  • Payments
  • Marketplaces

Ready to apply?

You apply with the employer directly. Their original posting is here: https://job-boards.greenhouse.io/wonderschool/jobs/8045283003

Apply on Wonderschool