Head of Enterprise & Strategic Activations (Customer Success)

Join Ramp, the fastest-growing corporate card and spend management platform in America. As the Head of Enterprise & Strategic Activations, you will lead our Customer Success motion across our largest and most complex accounts. This senior leadership role requires a deep understanding of AI-augmented workflows and a proven track record in customer success, account management, or post-sales leadership. You will own the customer journey for our highest-value segment, build and lead a high-performing team, and partner with executive stakeholders to drive adoption and transformation in financial operations.

• Lead the Customer Success motion across Ramp’s largest and most complex accounts, focusing on activation strategy, spend adoption, and product penetration.
• Build, lead, and develop a high-performing team of Enterprise Customer Success Managers, establishing a culture of accountability and customer obsession.
• Own the end-to-end customer success strategy for Ramp’s Enterprise and Strategic segments, setting the vision for how we activate, retain, and expand our largest accounts.
• Deep expertise in enterprise activation metrics: spend activation, product adoption, time-to-value, net revenue retention, and customer health scoring
• Exceptional executive presence and communication skills, with the ability to engage C-suite stakeholders at Fortune 500 companies and translate complex organizational dynamics into actionable CS strategies
• 10+ years of experience in Customer Success, Account Management, or Post-Sales leadership, with at least 5 years in a senior leadership role managing enterprise or strategic accounts
• Comfort operating in a high-growth, fast-moving environment where you’ll be building the playbook as you go—not inheriting a fully mature operation
• Strong AI fluency—you actively use AI tools in your work, have a clear point of view on AI’s role in customer success, and can drive adoption of AI-augmented workflows across a team
• Experience in fintech, SaaS, or financial operations is strongly preferred; familiarity with corporate card, expense management, or procurement platforms is a plus
• Track record of building and scaling high-performing CS teams (20+ CSMs) with clear operating cadences, performance frameworks, and a culture of continuous improvement
• Proven experience leading change management and digital transformation initiatives within large multinational corporations—you’ve navigated the complexity of global rollouts, multi-entity structures, and executive stakeholder alignment
• Experience building or leading customer success for a category-creating product—where you had to define what “success” looks like for customers, not just optimize an existing motion
• Familiarity with Gong, Salesforce, or similar platforms for call coaching, pipeline management, and customer intelligence
• Background in organizational change management methodologies (e.g., Prosci, Kotter, ADKAR) applied in a technology adoption context
• Experience with management consulting or professional services delivery for enterprise accounts