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Checkout.com is a global fintech platform powering over 10 billion transactions yearly for more than one billion shoppers. The company enables digital payment infrastructure for enterprises like eBay, Spotify, Klarna, Uber, and Sony, operating across 20 offices on six continents with London as headquarters.
This is a senior individual contributor sales role focused on enterprise account management for Checkout.com's largest and most strategically important global clients. Unlike high-velocity pipeline roles, you will own a curated portfolio of Fortune 50 and tier-one global accounts where deal cycles span 12–24+ months with contract values in the tens of millions of dollars and billions in processed volume.
You will serve as the "CEO of the Pursuit" for each strategic account, orchestrating cross-functional deal squads spanning Solutions Engineering, Product, Treasury, Legal, Regulatory, and Executive Leadership to architect bespoke, mission-critical payment infrastructure solutions.
Key responsibilities include:
- Developing and executing multi-year account penetration strategies for mega-cap enterprises, mapping complex global organizations to identify inefficiencies in their payment stacks
- Building sustained relationships across diverse buying centers (C-suite, Global Heads of Treasury, CTOs, Product Leaders, Enterprise Procurement)
- Mobilizing and leading dedicated cross-functional pursuit teams to deliver high-impact proposals, workshops, and executive briefings
- Translating complex technical, regulatory, and financial mechanics into quantifiable ROI models and board-level business cases
- Driving momentum through 12–24+ month procurement and proof-of-concept cycles while maintaining milestone progression and executive alignment
- Leading master services agreement negotiations, complex pricing frameworks, and service-level commitments in coordination with corporate legal and procurement teams
Checkout.com operates a hybrid model with three days per week in the office to support collaboration and connection.
QUALIFICATIONS:
- Proven track record of quota attainment in enterprise software, fintech, or payments, specifically with multi-million-dollar ACV or platform-scale commercial contracts
- Demonstrated ability to originate, navigate, and close 12–24+ month enterprise procurement cycles with Fortune 100 or global top-tier digital enterprises
- Executive presence and technical acumen; comfortable engaging C-level stakeholders, corporate treasurers, and technical architects; able to synthesize complex payment infrastructure into clear business outcomes
- Exceptional ability to align internal executive stakeholders, prioritize cross-functional resources, and influence product roadmaps without direct authority
- High intellectual curiosity, strategic patience, and structured account planning skills (e.g., MEDDPICC, Challenger, or equivalent enterprise methodologies)
- Prior experience in enterprise payments, financial infrastructure, cloud platforms, or complex transaction processing strongly preferred
