Affirm Verified

Fintech, Financial Services, E-commerce

Director, Enterprise Sales

RemoteRemoteFull TimeDirector$370,000–$490,000 /yrPosted 19 days ago

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Required skills

enterprise sales
strategic partnerships
commercial leadership
sales teams
quota-carrying
large sales cycles
executive stakeholders
cross-functional coordination
large retail merchants
payments

Nice to have

fashion
beauty
apparel
sporting goods
electronics
furniture

Role summary

Affirm is seeking a Director, Enterprise Retail Sales to lead a team of Account Executives focused on strategic retail partnerships. This role involves coaching senior sales professionals, managing team performance, and directly engaging in complex sales cycles with executive-level merchant stakeholders. The Director will shape GTM strategy, drive commercial outcomes through cross-functional collaboration, and leverage data and AI for sales effectiveness. The ideal candidate has 10+ years of enterprise sales experience, including significant experience leading senior sales teams in high-growth environments, with a strong track record in complex deal negotiation and retail merchant sales, preferably in fintech or commerce.

At Affirm, we exist for the moments that matter—giving people a clear, predictable way to pay over time, with no hidden fees, no surprises, and no tradeoffs on what matters most.

About the Revenue Team:

The Revenue team drives Affirm’s top-line growth through strategic partnerships, pricing, and go-to-market execution. We acquire, retain, and expand merchant relationships across eCommerce, in-store, telesales, and the Affirm app. The team leads onboarding, relationship management, and performance optimization to help partners succeed. We deliver value-added solutions, drive adoption, and support long-term business growth by connecting merchants and consumers through Affirm’s products.

About the Role:

We’re looking for a Director, Enterprise Retail Sales to lead a team of Account Executives responsible for some of Affirm’s most strategic retail opportunities across fashion, beauty, apparel, sporting goods, electronics, furniture, and other lifestyle categories. Reporting to the Senior Director of Enterprise Retail Sales, this leader will lead a senior sales team while remaining hands-on in complex commercial opportunities.

The Director will coach and develop experienced AEs, help shape and progress complex deals, build relationships with senior merchant executives, and work closely with cross-functional partners to support strategic merchant growth.

What You’ll Do:

Lead, coach, and develop a team of senior Account Executives, setting clear expectations and driving accountability, performance, and consistent execution against team goals

Own team performance across pipeline health, forecast accuracy, deal progression, merchant acquisition and expansion, and revenue outcomes

Coach through complex, strategic opportunities, helping AEs build business cases, navigate stakeholder dynamics, structure commercial solutions, and negotiate effectively

Build trusted relationships with senior leaders at major retail merchants and engage directly in high-priority opportunities where executive involvement can help move the business forward

Shapes and evolves Enterprise Retail GTM strategy and objectives with senior leadership including account planning, territory management, pipeline reviews, sales planning, and operating discipline

Drive commercial and operational outcomes by partnering across Product, Client Success, Marketing, Finance, Legal, and RevOps to maintain shared accountability for key milestones, resolve escalations, and influence company-level initiatives

Drive operational excellence and sales effectiveness by leveraging data, AI, and modern tools to bring structure and innovation to planning, pipeline management, forecasting, and deal strategy

Travel as needed for merchant meetings, deal support, industry events, and team gatherings

What We Look For:

10+ years of experience in enterprise sales, strategic partnerships, or commercial leadership, including significant experience leading senior sales teams in complex, high-growth environments

Demonstrated experience directly managing and developing senior, quota-carrying Account Executives

Proven success leading teams through large, complex sales cycles involving executive stakeholders, commercial negotiations, and significant cross-functional coordination

Strong alignment with Affirm’s mission and a clear understanding of the value Affirm delivers to merchants and consumers

Experience selling to large retail merchants, ideally in payments, fintech, commerce, or another complex solution-selling environment

Strong judgment, communication, and executive presence, with the ability to build trust and influence C-level merchant stakeholders and senior internal partners

Track record of developing high-performing sales talent, improving performance, and creating consistent operating discipline across a team

Proficiency with data, AI, automation, and modern sales tools to improve sales effectiveness and decision-making

Pay Grade - M

Equity Grade - 12

Employees new to Affirm typically come in at the start of the pay range. Affirm focuses on providing a simple and transparent pay structure which is based on a variety of factors, including location, experience and job-related skills. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, which includes the annual base pay and the sales incentive target.

Base pay is part of a total compensation package that may include equity rewards, monthly stipends for health, wellness and tech spending, and benefits (including 100% subsidized medical coverage, dental and vision for you and your dependents.)

USA On Target Earnings (CA, WA, NY, NJ, CT) per year: $370,000 - $490,000

USA On Target Earnings (all other U.S. states) per year: $328,000 - $448,000

Please note that visa sponsorship is not available for this position.

#LI-Remote

Remote-first with flexibility built inAffirm is proud to be a remote-first company. Most roles can be done from almost anywhere within the country of employment. Some positions may occasionally require in-person work at an Affirm office, and a few are office-based due to the nature of the work. All new hires will be invited to attend an in-person onboarding experience.

Benefits designed for youOur benefits reflect our commitment to care, transparency, and flexibility. Here are a few highlights:

Health coverage at no cost: We cover 100% of premiums for employees and their dependents.

Spending stipends: Monthly stipends support your tech setup, and the ability to choose health and wellness options that are right for you.

Time off to recharge: Flexible time off and generous holiday calendars help you rest when you need to.

Own a piece of what you build: Our employee stock purchase plan (ESPP) lets you buy Affirm stock at a discount.

We’re committed to providing an inclusive interview process, including accommodations for candidates with disabilities. If you need support, we’re happy to help.

For positions based in San Francisco or Los Angeles: Affirm considers qualified applicants with arrest and conviction records, as required by law.

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