Head of Sales, Direct

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.

• 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.

• 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.