Head of Customer Success & Onboarding (f/m/d)

Your Role

This is a leadership role that spans two interconnected disciplines: owning Apaleo’s Customer Success function from the ground up, and ensuring every new customer lands well through a best-in-class onboarding experience.

On the CS side, you’ll drive adoption, expansion, and long-term retention across the customer base, building the systems, playbooks, and team culture that makes success scalable. On the onboarding side, you’ll set the strategic direction for how new customers implement and activate Apaleo, ensuring the team delivers a smooth, efficient, and confidence-building experience from day one.

What You’ll Be Up To

Customer Success Strategy & Execution

• Define and own the Customer Success strategy, team structure, lifecycle methodology, and the metrics that matter (NRR, churn, CSAT, adoption).
• Lead, coach, and grow a team of Customer Success Managers, setting the standard for ownership, accountability, and customer impact.
• Build scalable, repeatable CS processes across the full post-onboarding lifecycle: adoption, advancement, and expansion.
• Own Apaleo’s most important customer relationships, guiding executive-level business reviews and driving meaningful outcomes.
• Represent the Voice of the Customer at the leadership level, translating insights into actionable feedback for Product, Engineering, and Go-to-Market teams.
• Define and track customer health using data and tooling (HubSpot, Gainsight, or similar) to proactively manage risk and identify growth opportunities.
• Partner cross-functionally with Sales, Marketing, Product, and Engineering to deliver a seamless and commercially aligned customer experience.

Onboarding Leadership

• Set the strategic direction for onboarding working closely with the Onboarding Lead.
• Act as the senior escalation point for complex onboarding issues, partnering cross-functionally to resolve systemic challenges. Hold the Onboarding Team Lead accountable for delivery outcomes, stepping in only where recurring patterns require escalation to Product or leadership.
• Represent onboarding performance at the leadership level, translating KPIs into business impact narratives that inform investment decisions, headcount planning, and product roadmap priorities.

What You’ll Bring to the Team

Must-Have Skills & Experience

• Significant experience in Customer Success, Account Management, or Customer Growth within SaaS, Hospitality Tech, or similar industries.
• Proven track record in a senior CS leadership role, you’ve built or significantly scaled a CS function, not just managed one.
• Strong strategic instincts: able to zoom out to set direction while staying close enough to the detail to build credibility with your team and customers.
• Experience designing and implementing scalable CS and onboarding processes in a scale-up environment, you’re a builder, not an inheritor.
• Comfortable operating with ambiguity and limited resources. You create structure where little exists.
• Technically confident - able to engage on platform, API, and integration topics alongside customers and internal teams without breaking a sweat.
• AI native - integrates AI into workflows to improve CS performance.
• Excellent communicator with strong stakeholder management skills, internally and externally.