Central Region Head of Field Sales & Growth

Square; Chicago (IL); On-site; USD 304,000 - 456,000; Full time

Benefits offered by this job

Remote work options

Medical insurance

Flexible time off

Retirement savings plans

Job summary

Square is seeking a driven sales leader to scale the Field Sales organization across the Central Region. The role demands a builder personality to drive performance and create a competitive team culture.

Ideal candidates will have over 10 years of sales experience, a proven record in high-growth environments, and the ability to lead effectively. The position offers a salary range based on location, with competitive benefits including remote work options, medical insurance, and more.

Qualifications

• 10+ years of sales experience, including 5+ years leading sales teams in a high-growth SaaS or fintech environment.
• Proven success driving overperformance, exceeding revenue goals.
• Strong product acumen, with the ability to position complex solutions.

Responsibilities

• Scale and expand the Field Sales organization.
• Drive a performance-oriented culture focused on accountability.
• Lead from the front by co-selling and coaching teams.

Skills

Sales experience

Leading sales teams

Product acumen

Data-driven decision making

Communication

Job description

Square is seeking a driven sales leader to scale the Field Sales organization across the Central Region. The role demands a builder personality to drive performance and create a competitive team culture.

Ideal candidates will have over 10 years of sales experience, a proven record in high-growth environments, and the ability to lead effectively. The position offers a salary range based on location, with competitive benefits including remote work options, medical insurance, and more.