Field Sales Director, Central Region

Block · Chicago, IL, United States of America

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Company
Block
Location
Chicago, IL, United States of America
Posted
October 9, 2026

About this job

The Role 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.…

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Most-requested skills in the United States

Based on 595 United States vacancies that list requirements, these are the skills employers ask for most often.

  • Pipeline43% of postings
  • CRM30% of postings
  • Negotiation30% of postings
  • Salesforce30% of postings
  • Account Management23% of postings
  • B2B13% of postings
  • Lead Generation9% of postings
  • Cold Calling8% of postings
Sales skills

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