Director of Field Sales, Central Region
Square is seeking a dynamic and entrepreneurial leader to serve as the Director of Field Sales for the Central Region. In this pivotal role, you will oversee Sales Managers and Territory Account Executives dedicated to acquiring and expanding small and midsize businesses across key Central markets. This position offers the opportunity to shape and scale a high-performing regional sales organization within a company committed to economic empowerment and innovation.
As the Director of Field Sales, you will be responsible for refining territory models, optimizing go-to-market strategies, and instilling operational discipline to drive predictable, data-backed growth. Your leadership will foster a culture of performance, accountability, and competitiveness, motivating teams to exceed targets and celebrate excellence. Engaging directly in the field, you will co-sell, coach, and demonstrate product fluency, ensuring your teams connect Square's ecosystem capabilities to seller outcomes.
The ideal candidate will possess over 10 years of sales experience, including at least 5 years leading regional or field sales teams in a high-growth SaaS, fintech, or payments environment. A proven track record of exceeding regional revenue and productivity goals is essential, along with strong product acumen and the ability to position complex solutions across multiple product lines. Operational expertise in forecasting, pipeline management, and KPI tracking, coupled with excellent communication skills and executive presence, are also required.
Square offers a competitive compensation package, with salary ranges varying based on location and market conditions. The company provides a comprehensive benefits package designed to empower employees to do their best work while building the life they want. Benefits include remote work options, medical insurance, flexible time off, retirement savings plans, and modern family planning support.
Joining Square means becoming part of a company that values innovation, inclusivity, and economic empowerment. With a commitment to building a significant and lasting business, Square provides ample opportunities for professional growth and development. This role offers the chance to make a meaningful impact on the company's success and the success of sellers worldwide.