Head of Enterprise Sales – Ramp
Ramp is actively hiring a Head of Enterprise Sales to lead our go-to-market strategy and enterprise revenue engine. This is a high-impact role that places you at the center of one of the fastest-growing financial technology platforms in the United States.
As Head of Enterprise Sales, you will oversee a growing team of enterprise account executives (AEs), collaborate across product and operations, and drive strategy for winning high-value enterprise clients. You’ll play a key role in shaping the future of enterprise finance in the AI-powered age.
About Ramp
Ramp is a financial operations platform transforming how modern finance teams operate using AI and automation. Our all-in-one solution streamlines corporate spending, vendor management, procurement, payments, and bookkeeping. What sets us apart is that Ramp doesn’t just provide AI-powered features—we use AI as the foundation of every financial workflow.
Founded in 2019, Ramp has helped more than 40,000 companies reclaim time and money, saving $10 billion+ and 27.5 million+ hours. Our platform processes $80 billion in annual transactions and continues to grow at a record pace.
Investors include Sequoia Capital, Founders Fund, Thrive Capital, and Greylock. We’ve been featured in Fast Company, Forbes Cloud 100, TIME’s Most Influential Companies, and CNBC’s Disruptor 50.
About the Role: Head of Enterprise Sales
As the Head of Enterprise Sales, you will lead Ramp’s strategy, execution, and success in the large enterprise segment. You will manage a team of experienced AEs, optimize the sales pipeline, and work directly with Ramp’s leadership to grow revenue, improve process efficiency, and land high-value enterprise deals.
This role is ideal for someone who has deep experience in SaaS enterprise sales, has led high-performing sales teams, and is ready to contribute hands-on in both tactical and strategic capacities.
Key Responsibilities
- Define and execute the go-to-market (GTM) strategy for the enterprise sales segment
- Build and lead a team of enterprise account executives across multiple regions
- Drive achievement of enterprise revenue goals and customer acquisition targets
- Coach and mentor AEs to close complex, high-value deals with large organizations
- Collaborate cross-functionally with product, account management, marketing, and operations to ensure alignment
- Actively participate in key sales cycles and enterprise negotiations
- Leverage data to assess performance, drive strategy adjustments, and scale success
- Optimize sales processes, tools, and reporting for operational efficiency
- Build a culture of ownership, accountability, and customer-centricity within the enterprise sales team
Requirements
- 5+ years of experience leading enterprise sales teams in SaaS or tech-driven companies
- Proven success driving multimillion-dollar enterprise deals and consistently hitting revenue targets
- Strong understanding of enterprise sales cycles, buying personas, and negotiation dynamics
- Experience recruiting, coaching, and retaining top sales talent
- Data-driven decision-maker with strong command of CRM and analytics tools
- Clear and compelling communicator with the ability to influence internal and external stakeholders
- Ability to think strategically while also executing at a detailed, operational level
- Passion for innovation in fintech, AI, and B2B SaaS markets
Preferred Qualifications
- Experience selling to CFOs and finance departments
- Familiarity with financial operations tools or B2B fintech platforms
- Background in high-growth startup or scale-up environments
- Deep understanding of selling value-driven software in complex organizations
Compensation & Benefits
Compensation Range:
- OTE (On-Target Earnings): $320,000 – $450,000/year
- Equity: Included
- Split: 50% base / 50% commission
- For NYC and SF: $340K–$450K
- For other U.S. locations: $320K–$420K
Benefits Include:
- 100% medical, dental, vision coverage for employees
- Partial coverage for dependents
- 401(k) with employer match
- Flexible PTO
- One Medical membership
- WFH & wellness stipends
- Fertility HRA (up to $5,000/year)
- Relocation support (to NYC or SF)
- Parental leave
- Pet insurance
Work Location
This role offers hybrid flexibility. Candidates may be based in:
- New York (NYC)
- San Francisco
- Miami
- Or work remotely anywhere in the U.S.
Why Join Ramp as Head of Enterprise Sales?
- You will be shaping how large enterprises manage finance in the AI era
- Direct impact on revenue, growth, and enterprise innovation
- Opportunity to lead and grow a world-class team
- Access to world-class investors, leadership, and product thinkers
- Work at a tech company named among the most innovative globally
