North Carolina Field Sales Leader: Coaching & Growth

Square; Charlotte (NC); On-site; USD 164,000 - 297,000; Full time

Job summary

Square is seeking a seasoned sales leader to drive performance across multiple markets and Charlotte-based teams. You will coach Territory Account Executives, join prospect meetings to demonstrate product fluency, and steer deals with clear, decisive strategy.

You will spend substantial time in the field cultivating local relationships, fueling community-driven pipeline, and ensuring a human, product-driven presence in Square experiences.

Qualifications

• Proven track record leading field sales teams.
• Experience in high-velocity SaaS or financial services sales is preferred.
• Strong bias toward action with data-driven decision making.

Responsibilities

• Develop Territory Account Executives through in-market coaching—from sourcing to closing.
• Model world-class selling by joining prospect meetings and articulating value.
• Spend significant time in the field with your team to strengthen local relationships and pipeline.
• Manage pipeline and KPIs with rigor and run weekly pipeline, forecast, and deal reviews.
• Coach AE effectiveness using data-backed insights to sustain momentum across cycles.
• Hire, onboard, and develop AEs to ramp quickly and consistently exceed quota.
• Build scalable field sales motions and improve outbound productivity.
• Partner across the business to strengthen product-market fit and unlock revenue opportunities.

Skills

Leadership

Field sales

SaaS sales

Executive communication

Metrics-driven

Collaboration

Networking

Coaching

Job description

Square is seeking a seasoned sales leader to drive performance across multiple markets and Charlotte-based teams. You will coach Territory Account Executives, join prospect meetings to demonstrate product fluency, and steer deals with clear, decisive strategy.

You will spend substantial time in the field cultivating local relationships, fueling community-driven pipeline, and ensuring a human, product-driven presence in Square experiences.