Remote-First Director of Enterprise Retail Sales

Affirm, Inc.; Los Angeles (CA); Remote; USD 328,000 - 490,000; Full time

Job summary

Affirm, Inc. is seeking a Director, Enterprise Retail Sales to lead a team of senior Account Executives across fashion, beauty, apparel, and lifestyle categories.

You’ll coach, shape complex deals, and build relationships with merchant executives while collaborating with cross‑functional partners to drive growth. You’ll need 10+ years in enterprise sales or strategic partnerships, proven leadership of quota‑carrying teams, and a track record in large, multi‑stakeholder negotiations.

Qualifications

• 10+ years in enterprise sales, strategic partnerships, or commercial leadership.
• Proven experience leading senior, quota-carrying Account Executives.
• Experience managing complex sales cycles with executive stakeholders.

Responsibilities

• Lead, coach, and develop a team of senior Account Executives, setting clear expectations and driving accountability.
• Own team performance across pipeline health, forecast accuracy, deal progression, and revenue outcomes.
• Coach through complex opportunities, structure commercial solutions, and negotiate effectively.
• Build relationships with senior leaders at major retail merchants and engage in high-priority opportunities.
• Shape and evolve Enterprise Retail GTM strategy with senior leadership and operating discipline.

Skills

Enterprise sales

Strategic partnerships

Leadership

Executive stakeholder management

Data-driven sales

Job description

Affirm, Inc. is seeking a Director, Enterprise Retail Sales to lead a team of senior Account Executives across fashion, beauty, apparel, and lifestyle categories.

You’ll coach, shape complex deals, and build relationships with merchant executives while collaborating with cross‑functional partners to drive growth. You’ll need 10+ years in enterprise sales or strategic partnerships, proven leadership of quota‑carrying teams, and a track record in large, multi‑stakeholder negotiations.