This listing does not state pay. Across 35 open director of sales listings that state pay, the middle half runs $166,500 to $252,500 and the median is $210,000.

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AI use among sales managers is little observed so far. Measured exposure for sales managers: 4% (little observed).

Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.

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Strategic planning

About the job

About the Opportunity

An established, family-owned financial services organization with more than 50 years of success is entering an exciting period of growth and transformation. With a longstanding reputation, loyal customer base, and a strong employee-first culture, the company is looking to bring on an experienced sales leader to help shape its next chapter.

This is a unique opportunity for a hands-on sales leader to take ownership of the sales organization, modernize its approach to business development, and rebuild a high-performing sales team with an expanded presence throughout the East Coast.

The organization has a strong foundation in place, and this individual will play a pivotal role in determining what the next generation of its sales organization looks like.

Why Consider This Opportunity?

Build Something: Take ownership of a sales organization and play a significant role in shaping its future.

Established Foundation: Join a financially established, family-owned business with more than 50 years of operating history.

Meaningful Impact: Step into a pivotal role with direct influence over sales strategy, organizational structure, and future growth.

Employee-First Culture: Join an organization that values its people, prioritizes long-term employee tenure, and fosters a supportive working environment.

Autonomy & Flexibility: Enjoy the professional flexibility to make decisions, implement ideas, and develop an organization in your own way.

Work-Life Balance: Be part of a business that values sustainable performance and recognizes the importance of life outside of work.

The Role

Reporting into senior leadership, the Head of Sales will be responsible for evaluating, restructuring, and ultimately regrowing the company's sales function. This person will have the autonomy to assess the existing operation, identify opportunities for improvement, implement new strategies and processes, and build a scalable sales organization.

Initially, the focus will be on developing the sales infrastructure, establishing consistent processes, and driving new business development. As the organization evolves, the opportunity will expand into recruiting, developing, and leading a geographically distributed sales team with representation across the East Coast.

Key Responsibilities:

Evaluate the existing sales organization, identifying what has worked historically, where improvements can be made, and how the function should evolve moving forward.

Develop and implement a modern sales strategy focused on new business development, market penetration, and sustainable growth.

Establish sales processes, performance metrics, reporting structures, and operational best practices.

Take ownership of rebuilding and expanding the sales organization, including identifying, recruiting, and developing sales talent across the East Coast.

Provide hands-on leadership, coaching, and accountability to drive individual and team performance.

Partner with senior leadership to establish sales objectives, identify growth opportunities, and align the sales organization with broader business goals.

Develop a scalable sales infrastructure that supports continued expansion while maintaining a strong customer-focused approach.

What We're Looking For

10–15 years of progressive sales experience, including at least 3 years in a sales leadership or management capacity.

Experience within financial services, insurance, lending, or another service-based business is essential.

A strong understanding of credit, underwriting, financing, or related financial services is highly desirable.

Demonstrated success building, restructuring, or scaling a sales organization.

A strong operational mindset with the ability to develop processes, implement structure, and establish repeatable sales strategies.

Experience leading new business development efforts and identifying opportunities to expand market presence.

A hands-on leadership style with the ability to balance strategic planning, execution, and team development.

Entrepreneurial mindset and the ability to take ownership of an opportunity without needing everything already built.

Compensation & Benefits

$120-140k base, depending on experience

Uncapped earning potential, with OTE in the $250k range

Full healthcare benefits package & 401k

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