Head of Sales, Direct

Location: New York

Head of Sales, Direct

What You’ll Do

• Own the full enterprise sales cycle — from prospecting and discovery to negotiation and closing.

• Build and manage a pipeline of enterprise fintech accounts, ensuring consistent quota attainment.

• Develop account strategies to land and expand relationships with key stakeholders (C-level, Product, Compliance, and Legal).

• Collaborate closely with Marketing, Product, and Customer Success to align sales strategy with customer needs.

• Provide input to leadership on pricing, positioning, and competitive landscape.

• Represent the company at industry events and conferences to build brand presence.

• Lay the foundation for building and leading a high-performing direct sales team as the company grows.

What We’re Looking For

• 5+ years of experience in enterprise fintech sales with a strong closing track record.

• Proven ability to manage long sales cycles and complex stakeholder relationships.

• Deep understanding of fintech ecosystems (banks, processors, SaaS, payment platforms, etc.).

• Experience with compliance/regulatory technology is a strong plus.

• Exceptional communication, negotiation, and relationship-building skills.

• Self-starter mindset — able to thrive in a fast-paced, high-growth startup environment.

Why Join Us

• Chance to define and own the direct sales channel at a high-growth fintech startup.

• Hybrid setup with a collaborative Brooklyn HQ.

• Competitive base + commission structure with strong upside potential.

• Direct impact on revenue growth and company trajectory.

• Work closely with leadership to shape sales strategy, culture, and team.

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