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Key Accounts Account Executive II

Affirm

Chicago, IL 2026-03-05
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  • Listing date: 2026-03-05. Roles may close or change without notice.
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As a Key Account Executive, you’ll play a critical role in driving our growth by leading complex, high-impact sales efforts with the largest and most strategic retailers in the U.S. You’ll be responsible for acquiring and expanding partnerships with Fortune 500 brands, managing multifaceted deal cycles, and shaping the future of buy now, pay later (BNPL) at enterprise scale.This is a high-ownership, highly visible role requiring a mix of strategic thinking, deep sales expertise, and strong cros…

Job description

As a Key Account Executive, you’ll play a critical role in driving our growth by leading complex, high-impact sales efforts with the largest and most strategic retailers in the U.S. You’ll be responsible for acquiring and expanding partnerships with Fortune 500 brands, managing multifaceted deal cycles, and shaping the future of buy now, pay later (BNPL) at enterprise scale.This is a high-ownership, highly visible role requiring a mix of strategic thinking, deep sales expertise, and strong cross-functional leadership.What You’ll DoBuild and close pipeline: Own the full sales cycle from sourcing to close across a targeted set of the largest U.S.-based retailers, many with international operations.Drive strategic partnerships: Develop deep relationships with C-level and senior stakeholders across merchandising, payments, digital, and finance.Negotiate complex deals: Structure and close commercial agreements involving multiple product lines, custom integrations, and cross-border considerations.Navigate internally: Lead cross-functional collaboration with Product, Legal, Risk, Marketing, and Finance to bring complex initiatives to life.Unlock enterprise value: Translate Affirm’s differentiated value into tailored business cases, driving both short-term wins and long-term partnerships.Support international growth: While your core focus will be U.S.-based retailers, you’ll collaborate on global expansion needs in partnership with our international teams.What We Look For10+ years of sales experience and 8+ enterprise sales experience, preferably in fintech, SaaS, or retail technology, selling into complex Fortune 500 organizations.Proven track record of closing large, strategic deals and exceeding ambitious revenue targets.Strong experience in contract negotiation and executive stakeholder management.Comfortable navigating ambiguity and cross-functional decision-making within a fast-moving organization.Exceptional communication and storytelling skills, with the ability to tailor value propositions to varied audiences.Experience selling into retailers is highly preferred; understanding of ecommerce, in-store technology, and pay...

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