Wonderschool is a leading provider of comprehensive childcare solutions. Wonderschool helps educators, families, and state leaders increase the health of the childcare landscape. Backed by a16z and 500 Global.
About the role
This role owns the full post-sale lifecycle for Wonderschool’s government and enterprise customers - from implementation through long-term retention and expansion. The Head of Implementation & Customer Success is responsible for ensuring complex deployments are executed successfully, customers achieve measurable outcomes, and the business captures durable, recurring revenue.
What they're looking for
- 8–12+ years of experience in B2B SaaS post-sales roles (implementation, professional services, or customer success)
- Proven experience leading complex enterprise or government implementations with multiple stakeholders
- Experience building and scaling implementation or customer success teams in high-growth environments
- Strong program management and operational leadership capabilities
- Experience managing long implementation cycles with contractual deliverables and deadlines
- Excellent communication skills, including experience engaging executive stakeholders
More about this role
Wonderschool’s mission is to ensure every child has access to early childhood education that helps them realize their full potential. We empower small business owners - childcare providers - to launch and grow programs through software, coaching, and support, while partnering with governments to modernize childcare infrastructure.
We are building a category-defining platform at the intersection of marketplace, SaaS, and public sector systems - now increasingly powered by AI. Our products help providers run and grow their businesses, from enrollment and marketing to licensing, compliance, and daily operations.
Our team is small, fast-moving, and deeply focused on building systems that scale. We value people who take ownership, experiment quickly, and use modern tools - including AI and automation - to increase their leverage and impact.
This role ensures that our platform and partnerships translate into real outcomes for customers - successful deployments, strong adoption, and long-term retention.
This role owns the full post-sale lifecycle for Wonderschool’s government and enterprise customers - from implementation through long-term retention and expansion. The Head of...
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