Job Description
Affirm is reinventing credit to make it more honest and friendly giving consumers the flexibility to buy now and pay later without any hidden fees or compounding interest.
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 Senior Director Key & Enterprise Retail Sales to lead this business and help shape Affirm’s long-term growth in retail. Reporting to the VP of Global Sales this leader will oversee three sales leaders and their teams of Account Executives and work with some of Affirm’s most strategic merchants across fashion beauty apparel sporting goods electronics furniture and other lifestyle categories.This leader will build executive relationships guide complex commercial opportunities and turn strategy into measurable business results. They will lead a high-impact team and partner across the business to help Affirm win launch and grow strategic merchant relationships.
- Set the vision strategy and operating direction for Affirm’s Key & Enterprise Retail Sales organization aligning sales leadership and cross-functional partners around priorities investment decisions and market positioning
- 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 from business case through contract negotiation
- Shape and scale the go-to-market approach through territory design account planning sales planning pipeline reviews and operating discipline partnering across Product Partnerships Client Success Marketing Finance Legal RevOps and leadership to improve how Affirm wins and grows strategic accounts
- Apply AI automation data and modern sales tools in practical ways that improve planning decision-making insight generation and team productivity including Salesforce Gong Google Workspace Notion Spekit and generative AI tools such as ChatGPT and Claude
- Lead and scale a multi-layered sales organization creating clarity accountability and consistent execution across teams supporting Key and Enterprise Retail Sales
- Coach and develop high-performing sales leaders and teams through training solution selling written communication and consistent deal execution and travel as needed for merchant meetings deal support industry events and team gatherings
- 15+ years of experience in enterprise sales strategic partnerships or commercial leadership including meaningful experience leading leaders in complex high-growth environments
- Proven success building scaling and leading high-performing sales organizations focused on large strategic accounts across both new business and expansion
- Deep experience selling to large retail merchants ideally in payments fintech commerce or another complex solution-selling environment
- Executive presence clear written and verbal communication and the ability to build trust and influence with C-level external stakeholders and senior internal partners
- Ability to navigate ambiguity build business cases and turn strategy into clear execution and measurable results
- Track record of coaching and developing talent improving performance building collaborative teams and driving consistency through clear processes
- Practical fluency with modern sales tools data and AI and the ability to apply them in ways that improve team effectiveness and merchant outcomes and inform cross-functional and executive decisions related to strategy resource allocation and market expansion
We look for people who connect their work to Affirm’s strategy and customer impact bring excellence to their craft and operate with accountability sound judgment and integrity. Strong Affirmers collaborate across teams communicate clearly listen with humility and help build alignment in complex environments. They keep learning adapt quickly and raise the bar through curiosity initiative and thoughtful experimentation. Leaders at Affirm also build effective teams develop others create clarity in times of change and inspire confidence through transparency and high standards.
Base Pay Grade - O
Equity Grade - 16
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: $430000 - $530000
USA On Target Earnings (all other U.S. states) per year: $382000 - $482000
Affirm is proud to be a remote-first company! The majority of our roles are remote and you can work almost anywhere within the country of employment. Affirmers in proximal roles have the flexibility to work remotely but will occasionally be required to work out of their assigned Affirm office. A limited number of roles remain office-based due to the nature of their job responsibilities.
We’re extremely proud to offer competitive benefits that are anchored to our core value of people come first. Some key highlights of our benefits package include:
- Health care coverage - Affirm covers all premiums for all levels of coverage for you and your dependents
- Flexible Spending Wallets - generous stipends for spending on Technology Food various Lifestyle needs and family forming expenses
- Time off - competitive vacation and holiday schedules allowing you to take time off to rest and recharge
- ESPP - An employee stock purchase plan enabling you to buy shares of Affirm at a discount
We believe It’s On Us to provide an inclusive interview experience for all including people with disabilities. We are happy to provide reasonable accommodations to candidates in need of individualized support during the hiring process.
[For U.S. positions that could be performed in Los Angeles or San Francisco] Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles Fair Chance Initiative for Hiring Ordinance Affirm will consider for employment qualified applicants with arrest and conviction records.
By clicking "Submit Application" you acknowledge that you have read Affirm's Global Candidate Privacy Notice and hereby freely and unambiguously give informed consent to the collection processing use and storage of your personal information as described therein.
Skills Required
- 15+ years of experience in enterprise sales
- Proven success building and leading high-performing sales organizations
- Deep experience selling to large retail merchants in payments or complex solution-selling
- Strong executive presence and communication skills
- Ability to navigate ambiguity and build business cases
- Track record of coaching and developing talent
- Practical fluency with modern sales tools and data
What the Team is Saying
Affirm Compensation & Benefits Highlights
- Healthcare Strength—Healthcare coverage includes $0 employee premiums for medical dental and vision across all tiers alongside company‑paid life AD&D and disability coverage. Mental‑health access via Spring Health provides no‑cost sessions and guided care navigation for employees and eligible family members.
- Leave & Time Off Breadth—Time away spans Flexible Time Off for exempt staff ~20 accrued vacation days for non‑exempt 10 Health Days up to 15 Life Happens days bereavement up to 10 days and scheduled company‑wide Away Days. These layers create frequent structured opportunities to disconnect beyond standard PTO.
- Parental & Family Support—Paid parental leave provides 18 weeks for birth and non‑birth parents with return‑to‑work transition support. Family‑building benefits include Maven support and a one‑time $20000 S.A.F.E. wallet for surrogacy adoption fertility and egg freezing.
Affirm Insights
What We Do
At Affirm we help people say yes to the things that matter with flexible transparent ways to pay over time. No hidden fees no compound interest and no fine print—just a smarter way to spend.
Why Work With Us
Who is an Affirmer? /noun/ Someone who believes finance shouldn’t be complicated. We come from a diverse set of backgrounds and we’re driven by the desire to improve lives through honest financial products. We define success by challenging one another to bring our best ideas to every single project—and we have fun while doing it.
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Affirm Offices
Remote Workspace
Employees work remotely.
Affirm is a remote-first company! Our employees can work anywhere in the U.S. but if an office is more your style we have office locations in San Francisco Chicago New York City and Pittsburgh.
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