Senior Director, Key & Enterprise Sales

Affirm is a financial technology company that provides transparent, pay-over-time solutions with no hidden fees or surprises. We use advanced technology and analytics to serve a broad population, helping people pay over time for almost anything.

We are looking for a Senior Director, Key & Enterprise Retail Sales to lead our Key & Enterprise Retail Sales organization. Reporting to the VP of Global Sales, this leader will oversee three sales leaders and their teams of Account Executives, working with strategic merchants across fashion, beauty, apparel, sporting goods, electronics, furniture, and other lifestyle categories. This is a leader-of-leaders role, requiring experience managing and developing senior sales leaders.

• Set the vision, strategy, and operating direction for the Key & Enterprise Retail Sales organization.
• Own business performance across pipeline health, forecast accuracy, deal progression, merchant launches, account expansion, and revenue outcomes.
• Build trusted relationships with senior leaders at major retail merchants and lead complex commercial opportunities end to end.
• Shape and scale the go-to-market approach through territory design, account planning, sales planning, and pipeline reviews.
• Apply AI, automation, data, and modern sales tools to improve planning, decision-making, and team productivity.
• Lead and scale a multi-layered sales organization, creating clarity and accountability.
• Coach and develop high-performing sales leaders and teams.

• 15+ years of experience in enterprise sales, strategic partnerships, or commercial leadership, including leading leaders in complex, high-growth environments.
• Demonstrated experience leading through managers, coaching and developing sales leaders.
• Proven success building and scaling high-performing sales organizations focused on large strategic accounts.
• Deep experience selling to large retail merchants, ideally in payments, fintech, or commerce.
• Executive presence, clear communication, and ability to influence C-level stakeholders.
• Ability to navigate ambiguity and turn strategy into execution.
• Practical fluency with modern sales tools, data, and AI.

For sales roles, the range provided is the On Target Earnings (OTE) range, including base pay and sales incentive target. Base pay is part of a total package that may include equity rewards, monthly stipends, and benefits including 100% subsidized medical, dental, and vision coverage for you and your dependents.

• USA OTE (CA, WA, NY, NJ, CT): $460,000 - $580,000 per year
• USA OTE (all other U.S. states): $408,000 - $528,000 per year

Benefits include health coverage at no cost, spending stipends, flexible time off, and an employee stock purchase plan.

To apply, click the 'Submit Application' button on the job posting page. Visa sponsorship is not available for this position.