# Head of Implementation & Customer Success

**Company:** [Wonderschool](https://zerogtalent.com/frontier-companies/wonderschool)
**Location:** San Francisco
**Work mode:** On-site
**Employment type:** Contract
**Salary:** USD 8–12/hr
**Category:** Sales & Marketing
**Department:** Other
**Listed:** 2026-03-30

[View and apply on Zero G Talent](https://zerogtalent.com/frontier-jobs/wonderschool/head-of-implementation-customer-success-7658643003)

## Job description

### **About Wonderschool**

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.

### **Position Summary**

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.

Operating as both a strategic leader and hands-on operator, this role builds the systems, playbooks, and team required to scale implementation and customer success across multiple markets. Success in this role directly impacts customer outcomes, product adoption, and long-term contract renewals.

### **Responsibilities**

#### **Own Implementation & Customer Outcomes**

-   Own end-to-end delivery of government and enterprise implementations, from kickoff through go-live and post-launch success
-   Ensure customers achieve defined outcomes, including successful deployment, adoption, and ongoing usage
-   Manage complex, multi-stakeholder implementations involving integrations, data migration, and system configuration
-   Establish clear success metrics across adoption, retention, and expansion

#### **Build a Scalable Customer Success Engine**

-   Design and implement repeatable playbooks for onboarding, implementation, and long-term customer success
-   Develop systems to monitor customer health, identify risks, and drive proactive engagement
-   Build frameworks that improve time-to-value and increase net revenue retention
-   Identify opportunities for expansion and deeper customer partnerships

#### **Lead and Scale the Team**

-   Build and lead a high-performing implementation and customer success organization
-   Define roles, hiring plans, and operating structure as the company scales
-   Coach and develop team members while maintaining high standards of execution
-   Establish clear performance expectations tied to customer and business outcomes

#### **Drive Cross-Functional Execution**

-   Partner closely with Product, Engineering, and Sales to ensure successful deployments and product alignment
-   Translate customer feedback into product improvements and roadmap priorities
-   Ensure alignment between sales commitments and delivery capabilities
-   Advocate for scalable solutions over one-off implementations

#### **Manage Executive Stakeholders**

-   Build strong relationships with customer leadership and executive stakeholders
-   Lead high-stakes conversations during implementations and critical phases
-   Navigate complex challenges while maintaining trust and alignment
-   Communicate clearly across internal and external stakeholders

### **Required Qualifications**

-   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
-   Ability to operate with high ownership in fast-paced, ambiguous environments

### **Preferred Qualifications**

-   Experience working with government or public sector customers
-   Background in enterprise SaaS, professional services, or consulting
-   Experience owning or influencing net revenue retention (NRR)
-   Familiarity with regulated industries (education, healthcare, public sector)
-   Experience building systems that improve operational efficiency and scalability

### **Compensation & Benefits**

Compensation Range (California):  
The base salary range for this role is $180,000 – $220,000, depending on experience, skills, and location. This role may also be eligible for equity and other forms of compensation.

Wonderschool offers a competitive benefits package, including:

-   Health benefits with up to 100% coverage for employee premiums and up to 80% for dependents
-   Wifi and employee wellness stipends
-   Flexible PTO, paid holidays, and mental wellness days
-   Competitive parental leave (eligible after 6 months of employment)
-   A highly collaborative, mission-driven workplace environment

### **Location / Travel Expectations**

This role is based in our office in Rincon Hill, San Francisco, 5-6 days a week in office. Regular travel is required to support customer implementations, key partnerships, and critical deployment phases.

## Other open roles at Wonderschool

- [Part-Time Substitute Teacher (Preschool/Daycare) - $16-$17/hr](https://zerogtalent.com/frontier-jobs/wonderschool/part-time-substitute-teacher-preschool-daycare-16-17-hr-8179114003) — Clintonville, Wisconsin, United States
- [Part-Time Substitute Teacher (Preschool/Daycare) - $16-$17/hr](https://zerogtalent.com/frontier-jobs/wonderschool/part-time-substitute-teacher-preschool-daycare-16-17-hr-8162155003) — Seymour, Wisconsin, United States
- [Part-Time Substitute Teacher (Preschool/Daycare) - $16-$17/hr](https://zerogtalent.com/frontier-jobs/wonderschool/part-time-substitute-teacher-preschool-daycare-16-17-hr-8162279003) — Cedarburg, Wisconsin, United States
- [Part-Time Substitute Teacher (Preschool/Daycare) - $17-$20/hr](https://zerogtalent.com/frontier-jobs/wonderschool/part-time-substitute-teacher-preschool-daycare-17-20-hr-8161385003) — Green Bay, Wisconsin, United States
- [Part-Time Substitute Teacher (Preschool/Daycare) - $16-$17/hr](https://zerogtalent.com/frontier-jobs/wonderschool/part-time-substitute-teacher-preschool-daycare-16-17-hr-8161595003) — Port Washington, Wisconsin, United States

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*Source: [Zero G Talent](https://zerogtalent.com), the job board for space, defense, AI, robotics and frontier-tech companies.*
