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Director of Field Sales, Central Region

2 hours, 13 minutes ago
United States
Full-time
Executive
Head of Sales
Sales and Business Development
Apply Now
Block

Block

Block is a company that consists of Square, Cash App, Spiral, TIDAL, TBD, and foundational teams. They are focused on economic empowerment by creating tools to expand access to the economy. Square helps sellers run and grow businesses, Cash App redefin...

Capital Markets
10K-50K
Founded 2009
View All Jobs 130

Description

  • Scale the Central Field Sales organization by refining territory models, optimizing go-to-market plans, and increasing operational rigor.
  • Lead Sales Managers and Territory Account Executives across key Central markets.
  • Set regional strategy and drive execution to acquire and expand small and midsize business customers.
  • Build a performance-driven culture centered on accountability, competitiveness, and consistent results.
  • Spend meaningful time in the field coaching, co-selling, and reinforcing product fluency.
  • Develop consultative selling practices that connect Square product capabilities to seller outcomes.
  • Manage pipeline health, conversion rates, sales productivity, forecasting, and KPI tracking to drive predictable growth.
  • Continuously improve systems, tools, and playbooks to help the team scale more effectively.
  • Partner with Marketing, Sales Operations, Partnerships, and Product to align regional execution with broader company strategy.
  • Attract, retain, and develop high-performing sales talent across the region.

Requirements

  • 10+ years of sales experience, including 5+ years leading regional or field sales teams.
  • Experience leading teams in a high-growth SaaS, fintech, or payments environment.
  • Demonstrated success exceeding regional revenue and productivity goals.
  • Proven ability to build high-performance teams and coaching-driven cultures.
  • Strong product acumen with the ability to position complex, multi-product solutions.
  • Ability to use data to guide decisions and improve sales performance.
  • Deep operational expertise in forecasting, pipeline management, and KPI tracking.
  • Excellent communication skills and executive presence with the ability to influence at all levels.
  • Builder mindset with the ability to move fast, stay resourceful, and operationalize what works at scale.
  • Experience working in or knowledge of the Square ecosystem is strongly preferred.

Benefits

  • Starting pay range of $304,000 to $456,000, including target variable compensation.
  • Remote work.
  • Medical insurance.
  • Flexible time off.
  • Retirement savings plans.
  • Modern family planning benefits.
  • Inclusive hiring process with reasonable accommodations available for disabled applicants.

Interested in this position?

Apply directly on the company website

Apply Now

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