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Head of Square Commercial Operations & Deal Excellence

US - CA - San Francisco City - Remote💼 Full-time🗓 2026-09-22 → 2026-09-27

Core

Build and lead the commercial operating system powering Square's global Revenue organization, connecting Sales, Finance, Product, and Engineering to enable faster, smarter commercial decisions for sellers.

Role type

Senior IC Head of Commercial Operations & Deal Excellence

Builds

Integrated omnichannel solutions, financial services tools, and AI-enabled commercial processes for sellers of all sizes.

Domain

Fintech, Payments, SaaS, Enterprise Software

Required skills

Deal Desk leadership, Commercial Operations, Pricing strategy, Strategic deal structuring, Cross-functional leadership, AI/automation implementation, Financial acumen, Governance design

Preferred skills

Experience scaling commercial systems in fintech/payments, Enterprise sales expertise, Executive influence, Data-driven decision making

Technologies

AI, Automation tools, Deal Desk platforms, Commercial governance frameworks

Responsibilities

Operationalize pricing strategy and commercial guardrails; Lead strategic deal support for enterprise customers; Own global Deal Desk operations and approval workflows; Modernize commercial models with AI and automation; Build executive dashboards for commercial insights; Lead and develop a high-performing global team.

Seniority

Senior, hands-on IC with strategic leadership

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