Director Of Field Sales, Central Region

Square

Chicago, IL, United States
Base + variable: $304,000 - $456,000 (includes tar...
On-site
10+ years of sales experience
5+ years leading regional field sales teams
High-growth saas or payments environment
The role involves scaling the Field Sales organization across the Central Region by refining territory models and optimizing go-to-market plans

Job Summary

  • The role involves scaling the Field Sales organization across the Central Region by refining territory models and optimizing go-to-market plans.
  • Candidates must possess a builder mindset to continuously improve systems and tools while instilling operational rigor within the team.
  • The position offers a market-based compensation package ranging from $304,000 to $456,000 including target variable compensation.

Matching Summary

The role involves scaling the Field Sales organization across the Central Region by refining territory models and optimizing go-to-market plans.

Salary

Base + Variable: $304,000 - $456,000 (includes target variable); Benefits: Remote work, medical insurance, flexible time off; Location Zone: A-D based on cost of labor index

Skills & Requirements

Must-have

  • 10+ years of sales experience
  • 5+ years leading regional field sales teams
  • High-growth SaaS or payments environment
  • Proven track record exceeding revenue goals
  • Deep operational expertise in forecasting

Nice-to-have

  • Builder mindset with startup scrappiness
  • Strong product acumen for omnichannel solutions
  • Experience fostering competitive team cultures
  • Ability to co-sell and demonstrate product fluency

Key Requirements

  • 10+ years total sales experience
  • 5+ years leading regional or field sales teams
  • Experience in high-growth SaaS, fintech, or payments
  • Strong product acumen and data-driven decision making

Work Rights

Not specified

Tailored Resume

Cover Letter