Senior Enterprise AE — Global Mega-Deals, Hybrid

checkout.com; New York (NY); Hybrid; USD 165,000 - 200,000; Full time

Benefits offered by this job

Hybrid working model

Global fintech environment

Job summary

Checkout.com is hiring a Senior Manager, Enterprise Account Executives to lead strategic pursuits with Fortune 100/global tier-one enterprises. This senior IC role centers on owning long, complex deals and coordinating cross-functional teams to deliver bespoke payment solutions.

You will orchestrate multi-year campaigns, navigate executive-level negotiations, and drive revenue growth across major accounts. Hybrid work model with global scale and impact.

Qualifications

• Proven mega-deals track record in enterprise software, fintech, or payments.
• Able to navigate 12–24+ month procurement cycles with Fortune 100 or global logos.
• Executive gravitas with C-level stakeholders and technical architects.
• Ability to align internal resources without formal authority.
• Strong analytical rigor and strategic account planning.
• Deep domain knowledge in enterprise payments or financial infrastructure.

Responsibilities

• Strategic Account Orchestration: multi-year strategies for mega-cap targets.
• Multi-Threaded Stakeholder Alignment: engage across buying centers including C-suite.
• Deal Team Leadership: coordinate cross-functional pursuit teams for proposals and workshops.
• Complex Architecture: translate payment infra details into ROI models.
• Multi-Year Pursuit Governance: manage 12–24+ month procurement cycles.
• High-Stakes Contract Negotiation: lead MSA negotiations and pricing frameworks.

Skills

Mega-deals track record

Multi-year cycle mastery

Executive gravitas

Internal leadership without authority

Strategic endurance & analytical rigor

Domain knowledge in payments/fintech

Job description

Checkout.com is hiring a Senior Manager, Enterprise Account Executives to lead strategic pursuits with Fortune 100/global tier-one enterprises. This senior IC role centers on owning long, complex deals and coordinating cross-functional teams to deliver bespoke payment solutions.

You will orchestrate multi-year campaigns, navigate executive-level negotiations, and drive revenue growth across major accounts. Hybrid work model with global scale and impact.