Director of Field Sales, Central Region

10+ years of sales experience

5+ years leading regional or field sales teams

in a high-growth SaaS, fintech, or payments environment.

Proven success driving overperformance

, with a track record of exceeding regional revenue and productivity goals.

, with the ability to position complex solutions across multiple product lines and use data to guide decisions.

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible.

Want to learn more about what we're doing to build a workplace that is fair and square? Check out our

I+D page

.

Application Guidelines

Candidates may submit up to 9 active applications within a 60-day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.

Square is looking for a driven, entrepreneurial sales leader to scale our Field Sales organization across the Central Region.

This is a high-impact role for a builder who combines startup scrappiness with operational discipline—someone who thrives on competition, inspires performance, and transforms promising teams into durable growth engines.

You will lead Sales Managers and Territory Account Executives focused on acquiring and expanding small and midsize businesses across key Central markets.

You'll set strategy, drive execution, and foster a culture that's fast, focused, and fiercely competitive—all while serving as a product expert who deeply understands and champions the Square ecosystem.

This is an opportunity to take a growing field organization and build it into a scalable, high-performing regional powerhouse that delivers consistent, measurable impact.