Affirm — consumer finance company offering pay-over-time products
About the role
Senior Director, Key & Enterprise Retail Sales to lead the business and shape Affirm's long-term growth in retail
Reporting to the VP of Global Sales, overseeing three sales leaders and their teams of Account Executives
Leader-of-leaders role working with strategic merchants across fashion, beauty, apparel, sporting goods, electronics, furniture, and lifestyle categories
Responsibilities
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 (Salesforce, Gong, Google Workspace, Notion, Spekit, ChatGPT, Claude)
Lead and scale a multi-layered sales organization
Coach and develop high-performing sales leaders and teams
Requirements
15+ years of experience in enterprise sales, strategic partnerships, or commercial leadership
Demonstrated experience leading through managers
Proven success building, scaling, and leading high-performing sales organizations focused on large strategic accounts
Deep experience selling to large retail merchants, ideally in payments, fintech, or commerce
Executive presence and ability to influence C-level stakeholders
Practical fluency with modern sales tools, data, and AI
Conditions
Remote-first with flexibility
USA On Target Earnings (CA, WA, NY, NJ, CT) per year: $460,000 - $580,000
USA On Target Earnings (all other U.S. states) per year: $408,000 - $528,000