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Affirm

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Affirm

Director, Enterprise Sales

Affirm is currently seeking a Director, Enterprise Retail Sales to guide a senior team of Account Executives. In this remote position, the leader will oversee key…

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Role Snapshot

Hiring Now
Work arrangement
Remote
Where applicants may be
Applicants in United States only
Salary
USD 370,000 - 490,000/yr
Apply by
Not specified
Employment type
Full-time
Experience
Not specified
Added to Jobsiz1h agoEmployer posted Oct 19, 2026
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Applications0
Apply BeforeNo deadline

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About This Role

Affirm is currently seeking a Director, Enterprise Retail Sales to guide a senior team of Account Executives. In this remote position, the leader will oversee key retail opportunities across multiple sectors, including fashion, beauty, apparel, sporting goods, electronics, and furniture. Reporting to the Senior Director of Enterprise Retail Sales, the person in this role will balance strategic go-to-market planning with direct engagement in complex commercial transactions. The Revenue team at…

Job Description

Affirm is currently seeking a Director, Enterprise Retail Sales to guide a senior team of Account Executives. In this remote position, the leader will oversee key retail opportunities across multiple sectors, including fashion, beauty, apparel, sporting goods, electronics, and furniture. Reporting to the Senior Director of Enterprise Retail Sales, the person in this role will balance strategic go-to-market planning with direct engagement in complex commercial transactions.

The Revenue team at Affirm focuses on accelerating top-line growth through pricing strategies, strategic partnerships, and merchant acquisition, retention, and expansion across various commerce channels. This leadership position suits an experienced commercial professional capable of coaching senior sales talent, building relationships with executive-level merchant stakeholders, and collaborating closely with cross-functional internal partners such as Product, Legal, Finance, Marketing, Client Success, and RevOps.

Affirm operates as a remote-first organization, allowing most team members to work from almost anywhere within the country of employment, though travel is required for merchant meetings, deal support, industry events, and team gatherings. New employees typically start at the lower end of the compensation spectrum, which for this role carries an On Target Earnings range between USD 370,000 and 490,000 per year for specific locations.

Responsibilities

  • Manage, mentor, and coach a team of senior Account Executives to drive accountability and performance against sales goals
  • Oversee pipeline health, forecast accuracy, deal progression, and merchant acquisition outcomes
  • Assist sales representatives in building business cases, managing stakeholder dynamics, and structuring commercial agreements
  • Establish relationships with senior executives at major retail merchants and participate directly in high-priority sales opportunities
  • Collaborate with senior leadership to evolve Enterprise Retail go-to-market strategies and territory management practices
  • Partner across Product, Client Success, Marketing, Finance, Legal, and RevOps departments to support strategic growth and resolve escalations
  • Utilize data, automation, and modern sales tools to optimize forecasting, planning, and pipeline management
  • Travel as needed for merchant meetings, team gatherings, industry events, and deal support

Requirements

  • Minimum of 10 years of experience in commercial leadership, strategic partnerships, or enterprise sales
  • Significant background leading senior, quota-carrying sales teams in high-growth, complex environments
  • Demonstrated track record of guiding teams through large sales cycles involving executive stakeholders and cross-functional coordination
  • Experience selling solutions to large retail merchants, preferably within fintech, commerce, or payments

Core Skills

Benefits

  • 100% subsidized medical coverage, dental, and vision for employees and dependents
  • Monthly spending stipends for tech setup and health and wellness options
  • Flexible time off policy along with a generous holiday calendar
  • Employee stock purchase plan to acquire company stock at a discount

Frequently Asked Questions

Answers are based only on the employer’s listing; where it doesn’t say, neither do we.

Is this position remote?

Yes, Affirm operates as a remote-first company, and this role can be performed from almost anywhere within the country of employment, with travel required for specific meetings and events.

What is the salary range for this role?

For locations including California, Washington, New York, New Jersey, and Connecticut, the annual On Target Earnings range is USD 370,000 to 490,000. For all other U.S. states, the range is USD 328,000 to 448,000.

Does Affirm offer visa sponsorship for this position?

No, visa sponsorship is not available for this role.

What benefits are included with employment?

Benefits include 100% subsidized medical coverage for employees and dependents, dental and vision care, monthly health, wellness, and tech stipends, flexible time off, and an employee stock purchase plan.

Sample Interview Questions

AI-generated questions tailored to this specific role — a preview of the full practice set.

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Posted by Affirm

Source: Remote First Jobs — Sales

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Posted by employer: Oct 19, 2026

Added to Jobsiz: Oct 23, 2026

The description was written by Jobsiz from the employer’s listing. Always check the original listing before applying.

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