Playground · 23 hours ago
Head Start Onboarding Manager
Denver, NY
Full-time
Onsite
Mid, Senior Level
$105K/yr - $105K/yr
3+ years expPlayground is dedicated to making excellent child care accessible through its innovative management software. The Head Start Onboarding Manager will lead enterprise implementations, act as a strategic advisor for clients, and manage complex onboarding processes to ensure smooth transitions and client satisfaction.
Child CareEducationFinancial Services
Responsibilities
Lead Enterprise Implementations: Act as the main point of contact for enterprise clients — run kickoff calls, build project plans, define scope, manage expectations, and ensure consistent communication
Act as a Strategic Advisor: Help clients map their operational workflows to Playground, guide best practices, support change management, and set them up for long-term success
Perform Client Discovery: Conduct deep requirements gathering across multi-site operations, workflows, data structures, regulatory needs, and configuration requirements
Coordinate Configuration & Integrations: Oversee setup, configuration, integrations, and any data migration efforts — working closely with Product, Engineering, Support, Sales, and client-side resources
Manage the Project Lifecycle: Own timelines, milestones, dependencies, risks, and deliverables from start to finish
Build Scalable Processes: Create and maintain onboarding playbooks, templates, SOPs, and documentation to support repeatable and scalable enterprise implementations
Track Success Metrics: Define and monitor KPIs such as time-to-go-live, configuration accuracy, customer satisfaction, and readiness for adoption — using insights to improve processes
Facilitate Smooth Handoffs: Ensure a complete and documented transition from onboarding to Customer Success/Account Management
Collaborate Cross-Functionally: Work across Sales, Product, Engineering, Support, and CS to align on deliverables, resource needs, and client expectations
Head Start Ownership (As Product Launches): Become the primary owner of onboarding for Head Start customers. Manage complex, multi-location implementations involving compliance, reporting, and role-based access. Develop Head Start–specific onboarding workflows, timelines, and training materials
Act as a Feedback Loop to Product and Engineering on Head Start: Support the creation of a repeatable, scalable onboarding model for large programs and feature gaps and edge cases
Qualification
Required
Experience working with Head Start child care programs
3–6+ years experience in SaaS onboarding, implementation, professional services, or customer success—ideally supporting enterprise or multi-entity clients
Strong project coordination skills with the ability to manage complex workflows and competing priorities
Excellent written and verbal communication skills, with the ability to translate technical and business requirements into clear action
Customer-centric, consultative mindset with the ability to understand business processes and guide clients toward optimal solutions
Technical aptitude — familiarity with data migration, integrations, and configuration, plus comfort working with technical teams
Experience creating documentation, templates, and playbooks to support scalable processes
Ability to manage multiple concurrent implementation projects in a fast-paced environment
Preferred
Experience with vertical SaaS, regulated industries, or multi-site operational environments
Background onboarding enterprise or multi-entity customers with custom configuration needs
Familiarity with training enablement or user-education content creation
Analytical mindset with experience defining KPIs and tracking process improvements
Benefits
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
401(k)
Free lunch daily
New Macbook
Collaborative and supportive work culture with a high level of autonomy and room for growth
Company
Playground
Playground is the one-stop shop for all of the operational and financial needs of early childhood education centers.
51-200 employees
Funding
Current Stage
Growth StageTotal Funding
$3.35M2021-02-11Seed· $3M
2020-09-07Pre Seed· $0.35M
Leadership Team
Daniel Andrews
Founder, CEO
Josh Andrews
Founder, CTO
Recent News
tryplayground.com
2024-12-05
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