Newsletter
Stay at the forefront
of market
Get the latest updates on AI-powered hiring, career growth, and technical deep-dives delivered to your inbox.
Get the latest updates on AI-powered hiring, career growth, and technical deep-dives delivered to your inbox.
ramp
About Ramp Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books. The problems are high-stakes, data-dense, and unforgiving. We hire people with high agency and high urgency.
We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome. The median Ramp customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same.
If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it.
Ramp is the fastest-growing corporate card and spend management platform in America. Our Customer Success team is the driving force behind how the world’s most ambitious companies unlock the full power of Ramp’s platform to transform their financial operations.
We’re looking for a Head of Enterprise & Strategic Success to lead our Customer Success motion across Ramp’s largest and most complex accounts—enterprise organizations and strategic partnerships with large multinational corporations.
This is a senior leadership role responsible for building and executing the activation strategy that drives spend adoption, deepens product penetration, and accelerates time-to-value for accounts where organizational complexity, global footprint, and change management are defining challenges.
You will own the customer journey for our highest-value segment, leading a team of CSMs who manage enterprise and strategic accounts through onboarding and activation across multiple products on the Ramp platform. You will be a thought partner to Sales, Product, and Partnerships leadership, ensuring that our post-sale experience matches the sophistication of our go-to-market motion.
This role requires a leader who is deeply fluent in AI-augmented workflows: someone who doesn’t just adopt AI tooling, but has a clear point of view on where AI should replace, augment, or stay out of the customer experience.
You will set the standard for how the CS org leverages AI for customer communication, data synthesis, account prioritization, and predictive engagement—driving efficiency gains while maintaining the high-touch, consultative relationships our enterprise customers expect.
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. 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.
Track record of building and scaling high-performing CS teams (20+ CSMs) with clear operating cadences, performance frameworks, and a culture of continuous improvement. Deep expertise in enterprise activation metrics: spend activation, product adoption, time-to-value, net revenue retention, and customer health scoring.
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. 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.
Experience in fintech, SaaS, or financial operations is strongly preferred; familiarity with corporate card, expense management, or procurement platforms is a plus. 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.
Nice to Have Experience with management consulting or professional services delivery for enterprise accounts. Background in organizational change management methodologies (e.g., Prosci, Kotter, ADKAR) applied in a technology adoption context.
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.
What Success Looks Like First 90 Days Complete a diagnostic of the current Enterprise & Strategic CS motion: team structure, account coverage model, health scoring, and activation metrics.
Build relationships with key enterprise customers and conduct listening tours with cross-functional stakeholders (Sales, Product, Partnerships). Identify the top 3–5 operational gaps and present a 6-month roadmap to the executive team with clear milestones and resource requirements.
Establish initial AI-augmented workflows for at least one core CS process (e.g., health scoring, account prioritization, or QBR preparation). By 6 Months Enterprise & Strategic activation rates are measurably improving, with a clear correlation to the new playbooks and operating cadences you’ve implemented.
The team has a defined change management framework for multinational rollouts, with at least 2–3 enterprise accounts actively using it. AI fluency is embedded across the team: every CSM is using AI tools daily, and you’ve shipped at least two AI-augmented workflow improvements.
Cross-functional feedback loops with Product and Sales are formalized and producing actionable insights that influence the roadmap and GTM strategy. You’ve built a talent strategy for the team—hiring plan, competency framework, and career development pathways are in place. Benefits available to all full-time Ramp employees (Global)
Matched to your profile
We surface this role because it matches profiles like yours, not because we vet the employer. Always confirm the pay, location, and remote details on ramp's official site before you apply.