Senior Manager, Enterprise Account Executives
About The Position
Checkout.com is seeking a senior individual-contributor enterprise seller to lead high-stakes pursuits with the largest and most complex global enterprises. The role owns a curated portfolio of strategic targets, such as Fortune 50 and global tier-one accounts, and focuses on transformative deals with sales cycles spanning quarters or years and commercial value reaching tens of millions in revenue and billions in processed volume. Acting as the “CEO of the Pursuit,” the Senior Manager coordinates cross-functional deal teams across Solutions Engineering, Product, Treasury, Legal, Regulatory, and executive leadership. The role develops bespoke payment infrastructure proposals for sophisticated global buyers and steers account strategies, executive relationships, technical and commercial architecture, long procurement and evaluation processes, and contract negotiations. Checkout.com describes a fast-moving, globally oriented workplace focused on ownership, meaningful challenges, collaboration, inclusion, and employee growth. The company operates a hybrid working model with three days per week in the office.
Requirements
- Substantial history of quota attainment in enterprise software, fintech, or payments, characterized by multi-million-dollar ACV or platform-scale commercial contracts.
- Demonstrated ability to originate, navigate, and close 12- to 24-plus-month enterprise procurement cycles with Fortune 100 or global top-tier digital enterprises.
- Ability to command discussions with C-level stakeholders, corporate treasurers, and technical architects and translate payment infrastructure complexities into business outcomes.
- Exceptional ability to align internal executive stakeholders, prioritize cross-functional resources, and influence product roadmaps.
- High intellectual curiosity, strategic patience, and structured account-planning skills, using MEDDPICC, Challenger, or equivalent enterprise methodologies.
Nice To Haves
- Prior experience in enterprise payments, financial infrastructure, cloud platforms, or complex transaction processing.
Responsibilities
- Develop and execute comprehensive, multi-year account penetration strategies for a select list of mega-cap enterprises.
- Map complex, matrixed global organizations to uncover systemic inefficiencies in their existing payment stacks.
- Build sustained relationships across enterprise buying centers, including C-suite executives, global treasury leaders, technology leaders, product leaders, and procurement.
- Mobilize, lead, and coordinate cross-functional pursuit teams to deliver proposals, deep-dive workshops, and executive briefings.
- Translate complex technical, regulatory, and financial mechanics into quantifiable ROI models and long-term business cases for board-level evaluation.
- Manage momentum through 12- to 24-plus-month procurement, evaluation, and proof-of-concept cycles, maintaining milestone progress and executive alignment.
- Lead master services agreement negotiations, pricing frameworks, service-level commitments, and risk and regulatory alignment in coordination with corporate legal and procurement teams.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
