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Small Business Account Executive II

Affirm

Remote US · Remote · Posted Oct 9, 2026

At a glance

Workplace
Remote
Location
Remote US
Visa sponsorship
Visa sponsorship not offered

About the role

  • Affirm is seeking an experienced, quota-carrying Account Executive to own the full sales cycle for complex, high-growth merchants across the upper SMB and Mid-Market segment.
  • This portfolio includes merchants with up to $300M in total annual sales and requires a seller who can operate as the general manager of a territory.

Responsibilities

  • Own a defined territory and revenue plan, operating as the general manager of a portfolio that includes complex, high-growth merchants with up to $300M in total annual sales.
  • Generate and develop net-new pipeline through targeted outbound, partner channels, events, referrals, and internal resources.
  • Lead executive discovery with founders, C-suite executives, and senior leaders across various departments.
  • Set the strategy for complex opportunities, independently determining the account plan, stakeholder engagement strategy, and path to close.
  • Build quantified business cases translating merchant data and objectives into clear recommendations.
  • Design the merchant solution in partnership with Sales Engineering and Onboarding.
  • Navigate complex buying processes, manage procurement, security, legal, and risk requirements, and establish a mutual action plan.
  • Lead commercial negotiations, develop deal strategy, position differentiated value, and negotiate pricing, terms, and partnership structure.
  • Lead cross-functional deal teams without direct authority across Partnerships, Risk, Legal, Implementation, and Merchant Pricing.
  • Maintain forecast and operating discipline by keeping Salesforce current and providing reliable weekly and quarterly forecasts.

Requirements

  • 4 or more years of quota-carrying, full-cycle closing experience in B2B SaaS, fintech, payments, e-commerce, or another complex technology environment.
  • A demonstrated record of meeting or exceeding revenue targets and creating self-sourced pipeline in a new-logo acquisition role.
  • Experience leading complex, multi-stakeholder sales cycles and building relationships with executive and functional decision-makers.
  • Strong consultative discovery, objection handling, negotiation, and closing skills.
  • Ability to analyze merchant and market data, develop a quantified business case, and communicate financial and strategic value with credibility.
  • Experience coordinating legal, risk, technical, pricing, operational, and implementation stakeholders to resolve barriers and close business.
  • Strong territory planning, pipeline management, CRM discipline, and forecasting capabilities.
  • Excellent written and verbal communication, including executive presentations and concise internal updates.
  • High ownership, sound judgment, resilience, and the ability to operate effectively in a fast-changing environment with multiple priorities.

Preferred qualifications

  • Experience selling payment, lending, commerce, financial software, or other solutions that require technical integration and commercial structuring.
  • Familiarity with e-commerce platforms, APIs, payment flows, implementation requirements, and merchant economics.
  • Experience using a structured sales methodology such as MEDDPICC, Challenger, or Sandler.
  • Prior experience in business development or another role requiring high-volume prospecting and disciplined pipeline creation.
  • Bachelor's degree or equivalent practical experience.

Benefits

  • 100% subsidized medical coverage, dental and vision for you and your dependents
  • Monthly stipends for health, wellness, and tech spending
  • Flexible time off and generous holiday calendars
  • Employee stock purchase plan (ESPP) to buy Affirm stock at a discount

Workplace

  • Remote-first with flexibility built in.
  • Some positions may occasionally require in-person work at an Affirm office.

Skills

  • Salesforce
  • APIs
  • MEDDPICC
  • Challenger
  • Sandler

Affirm

Small Business Account Executive II

Apply now