Senior Enterprise Account Executive — Mega-Deals Leader

Checkout.com

San Francisco (CA)

Hybrid

USD 250,000 - 420,000

Full time

6 days ago

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Job summary

Checkout.com is seeking a Senior Manager Account Executive to lead pursuits with Fortune 50/global tier-one accounts. This role centers on multi-year, high-value engagements, coordinating cross-functional teams to architect bespoke infrastructure solutions for sophisticated buyers.

The role requires executive gravitas, deep payments domain knowledge, and strong negotiation and deal leadership across finance, legal, and technology stakeholders. Hybrid office model in San Francisco.

Qualifications

Proven mega-deal track record in enterprise software, fintech, or payments.
Experience navigating multi-year procurement cycles with top-tier enterprises.
Ability to translate complex payment infrastructure into business value.

Responsibilities

Strategically orchestrate multi-year account penetration for mega-cap enterprises.
Align across C-suite, treasury, CTOs, product, and procurement.
Lead cross-functional pursuit teams to deliver high-impact proposals.
Translate complex commercial and technical mechanics into ROI models.
Drive 12- to 24-month procurement cycles with governance and milestones.
Lead master services agreements and pricing negotiations with legal and procurement.