Director of Onboarding

We’re looking for a Director of Customer Onboarding to lead and scale a team of Onboarding Managers responsible for ensuring every new customer’s successful transition onto our platform. This is a critical leadership role where you’ll drive the strategy execution and day-to-day performance of onboarding — creating a seamless experience that sets the foundation for long-term customer success.

As Manager you’ll balance strategy and execution: refining scalable processes developing your team and partnering cross-functionally to elevate the customer journey. You’ll play a key role in shaping how thousands of centers experience their first moments with Playground — ensuring each one feels supported confident and empowered to thrive.

This is an in-person role based in LoDo Denver office where you’ll collaborate closely with Product Engineering Sales and Customer Success to deliver a best-in-class onboarding experience as we scale nationwide.

Lead & Develop a High-Performing Team: Manage mentor and grow a team of Onboarding Managers fostering a culture of accountability empathy and continuous improvement.

Drive Strategy & Execution: Partner with leadership to execute the onboarding vision and roadmap aligning with company goals around customer activation adoption and retention.

Optimize the Process: Build and refine onboarding workflows to improve efficiency consistency and customer satisfaction as Playground scales.

Coach & Empower: Provide regular feedback training and performance management to ensure every Onboarding Manager delivers an exceptional customer experience.

Collaborate Cross-Functionally: Partner with Product Engineering Sales and CX leadership to identify friction points and drive end-to-end improvements in the customer journey.

Measure Success: Track key onboarding KPIs — time to launch customer satisfaction feature adoption — and use data to inform decisions and improvements.

Champion the Customer: Advocate for customer needs and ensure every new center’s onboarding experience reflects Playground’s values and mission.

• 3–5+ years of experience in customer onboarding implementation or success at a SaaS company including 2+ years leading teams

• Proven success supporting or scaling onboarding or implementation functions through periods of growth

• Strategic thinker with a strong operational and analytical mindset

• Excellent leadership communication and coaching skills — you know how to inspire motivate and grow others

• Experience driving cross-functional initiatives in fast-paced or startup environments

• Data-driven decision maker with a bias toward action and continuous improvement

• Familiarity with early childhood education or child care management software

• Background in education non-profits or mission-driven organizations

• Previous experience helping build or refine an onboarding function

$170000 to $200000
Subject to standard withholdings and taxes. Actual compensation will depend on experience location and interview performance.

Why Join Playground

• Competitive salary + equity

• 3 weeks of PTO

• Health vision and dental benefits

• $1200/year education stipend

• 401(k)

• Free lunch daily

• High-autonomy high-ownership team culture

• A meaningful mission with real-world impact

How to Apply

If you're excited to join a mission-driven early-stage company where craftsmanship ownership and empathy are core values we want to hear from you. The Playground Team is fully in-office in LoDo Denver offices. Please make sure you are open to a fully in-person role before applying.

What We Do

For too long child care programs have been stuck with clunky tools and manual processes falling behind while other industries get all the high-tech toys.Playground is flipping the script. Playground is a proven platform for child care providers to streamline their operations reclaim their time and get back to the joy of teaching and caring. Our all-in-one child care management software manages billing attendance registration and enrollment communication paperwork payroll and more.

Why Work With Us

At Playground we’re a mission-driven high-growth startup where collaboration creativity and entrepreneurial thinking fuel everything we do. We act like owners take initiative and make smart decisions independently every day. Join us to make an impact grow fast and be part of a team that truly values your ideas energy and drive.

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