Fintech has existed for decades. Yet walk into almost any pharmacy, vet clinic, or local HVACR shop in America and you'll find the same story: a business owner managing their finances with tools that haven't meaningfully evolved since their parents ran the place. That gap is what Affiniti is closing.

Affiniti is entering its next stage of GTM growth. The team has validated early sales motion, improved the rep profile, and is now preparing to scale a high-velocity sales organization.

Affiniti is hiring a Head of Sales to build and lead the company’s next chapter of go-to-market scale. This leader will inherit an early sales motion, sharpen the playbook, raise the talent bar, and scale a high-velocity SMB sales organization.

This is a hands-on leadership role for a sales leader with experience in a fast-paced fintech, payments, spend management, or SMB software environment. The right person will bring the operating intensity to manage today’s team closely while building the systems, managers, and culture required for a much larger organization.

This is an opportunity to build and scale the sales function at a high-growth fintech company, with direct partnership with the founders and leadership team and meaningful ownership over sales strategy, team design, hiring, and GTM execution.

About Affiniti, and who we look for:

Join Affiniti To Keep The American Dream Alive

LOCATION

NYC (On-Site)

EXPERIENCE

6-15 YOE including meaningful experience managing and scaling high-velocity sales teams.

TOTAL COMPENSATION

Competitive cash compensation aligned to experience and stage

Equity package commensurate with seniority and impact

BENEFITS

• Reimbursed Relocation
• Free Lunch and Dinner (In Person Only)
• Paid Technology Equipment Set Up
• Health, Dental, and Vision Insurance Fully Paid

Key Responsibilities

• Sales Strategy: Own the sales strategy for SMB and lower mid-market customers, including segmentation, customer prioritization, sales motion design, and revenue planning.
• Revenue Execution: Drive consistent new business performance across the full sales cycle, including outbound prospecting, qualification, discovery, demos, proposal management, negotiation, and close. We take department-level quota seriously, and expect you to consistently exceed it, not simply meet it.
• High-Velocity Sales Motion: Build and refine a repeatable sales process suited for SMB buyers, shorter sales cycles, efficient rep productivity, and clear conversion metrics across the funnel.
• Team Management: Lead, coach, and develop SDRs and AEs, ensuring strong execution across activity quality, messaging, discovery, pipeline creation, follow-up, and closing discipline.
• Pipeline Generation: Establish the standards, systems, and operating cadence for outbound sales, account targeting, lead qualification, pipeline coverage, and conversion from first touch to closed-won.
• Sales Playbooks: Create practical sales playbooks for prospecting, discovery, objection handling, competitive positioning, buyer education, close plans, and handoffs.
• Forecasting and Reporting: Own forecasting, pipeline inspection, performance reporting, and sales metrics, giving the founders clear visibility into what is working, what is not, and where to intervene.
• Hiring and Team Design: Partner with the founders to hire and develop a mix of proven SMB fintech sellers and high-potential startup operators who can thrive in a fast-moving environment.
• Performance Management: Set clear expectations for rep performance, establish operating rhythms, and create accountability around inputs, outputs, and revenue outcomes.
• Cross-Functional Partnership: Work closely with Marketing, Product, Customer Success, and Operations to improve messaging, lead flow, onboarding, customer experience, and revenue efficiency.
• Culture Building: Help define the standards for a high-intensity, high-accountability sales culture while maintaining strong judgment around coaching, talent density, and long-term team development.

Qualifications

• 6-15 years of sales experience, including meaningful experience managing and scaling high-velocity sales teams.