Enablement Manager | Post-Sales

Ramp•New York, NY

16d

About The Position

Ramp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $100B in annualized spend flows in and out of 50,000+ 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. About the Role Ramp's Customer Success team is evolving — and this hire is central to that evolution. As Ramp's product becomes increasingly autonomous, the CSM role is fundamentally shifting: from onboarding and activation specialists to multi-product sales consultants and strategic finance advisors who can speak credibly to controllers, CFOs, and finance leaders about their operations. The CSM Enablement Manager is the person who makes that transition real. You'll be responsible for building and delivering the training programs, playbooks, and certifications that move an entire post-sales organization toward a new way of working — one that's more consultative, more commercially oriented, and grounded in genuine finance expertise. This isn't maintenance work. It's organizational transformation. And it's priority 1, 2, and 3.

Requirements

Practitioner background is non-negotiable. You've done CSM, implementation, or post-sales work yourself. You know what it's like to sit across from a finance team and help them change how they work. That credibility with the field is essential — you can't enable what you haven't lived.
Finance and accounting expertise. You understand how finance teams actually operate at the practitioner level — AP/AR, procurement, month-end close, spend controls, ERP configurations. Ideally, you can walk into a room with a controller who has decades of experience and be seen as a peer, not a support rep. A CPA background or experience in financial operations consulting is a strong signal here.
Sales enablement experience. You've built or delivered enablement programs that develop commercial skills — discovery, positioning, multi-product expansion. You know how to take a sales motion and adapt it for a CS context.
Consulting muscle. You're comfortable with business value frameworks and can translate product capabilities into workflow-level business outcomes. You think in change management terms — sequencing transformation, building buy-in, and helping teams unlearn as much as they learn.
Exceptional intelligence and problem-solving. You take opaque, ambiguous problems and turn them into real, actionable solutions. Conversations with you are energizing — people learn something from interacting with you.
Proactive drive and high agency. You have a track record of identifying problems and solving them before being asked. You've pushed back on the status quo in large organizations and made things better. You don't wait for permission.
AI fluency. You use AI tools in your daily workflows and can credibly guide others to do the same. You understand the difference between raising the floor of adoption and catering to the ceiling of experimentation — and you know which one matters more at scale.
Strong project management. You can hold together multiple workstreams, keep cross-functional stakeholders aligned, and prevent the kind of duplicative, siloed work that slows organizations down.
Collaborative partner. You work well across functions — product, analytics, solutions, and senior leadership — and you build trust quickly.

Nice To Haves

CPA, accounting, or ERP implementation background (NetSuite, Oracle Fusion, or similar)
Experience at a fintech or financial software company
Background in management consulting or business process transformation
Familiarity with spend management, procurement, or AP/AR workflows

Responsibilities

Drive the Transformation of the CSM Organization
Own the enablement strategy for transitioning CSMs from activation and onboarding specialists into consultative advisors who drive multi-product adoption and business outcomes
Build and deliver two parallel training tracks: sales enablement (discovery, positioning, multi-product expansion motions) and finance acumen (AP/AR, month-end close, spend controls, controller-level conversations)
Develop and deliver exec courses, scrimmages, role plays, and certifications across the CSM and AM organizations
Lead all-hands, product enablement sessions, and cross-functional training programs
Build the change management frameworks that help CSMs — and their customers — navigate workflow transformation
Build the Operating Infrastructure
Document and systematize activation playbooks, onboarding processes, and best practices
Adapt existing sales and AM enablement content for CSM teams and contexts
Standardize how the team captures and shares learnings about how customer finance teams change after adopting Ramp
Support exec rollout initiatives and transition planning across the organization
Own AI Enablement — Internal and External
Lead the CSM AI competency program, formalizing a roadmap to raise the floor of AI fluency across the team
Build documentation and best practice flows for internal AI tool adoption
Help CSMs guide customers through their own AI adoption — including organizations that aren't yet ready for autonomous workflows and need hands-on support for initial setup
Drive adoption of standard AI tools targeting meaningful improvement in team-wide fluency by end of year
Design the certification experience for the May Nashville offsite, bringing individual AI skills into integrated, measurable workflows
Be a Thought Partner
Serve as a strategic collaborator on organizational direction — not just execution, but ideas and overall alignment
Help the team understand and articulate the business value of Ramp at the workflow transformation level, beyond time and cost savings
Bring best practices from top customers to the broader team, helping CSMs learn from the best examples of successful finance transformation
Partner with finance and CS leadership on curriculum development for finance acumen training