Director of Field Sales, Central Region

Responsibilities

• Scale the Central Field Sales organization by refining territory models, optimizing go-to-market plans, and instilling operational rigor.
• Build a culture of performance, accountability, and competitiveness.
• Spend time in the field co-selling, coaching, and demonstrating product fluency.
• Master Square's ecosystem and ensure consultative selling.
• Drive predictable growth through pipeline management, conversion rates, and sales productivity.
• Improve systems, tools, and playbooks for smarter selling.
• Collaborate with Marketing, Sales Ops, Partnerships, and Product.
• Attract, retain, and develop high-performing sales professionals.
• Represent Square locally in key Central markets.

Requirements

• 10+ years of sales experience, including 5+ years leading regional or field sales teams in high-growth SaaS, fintech, or payments.
• Proven success exceeding regional revenue and productivity goals.
• Track record building high-performance teams with coaching and accountability.
• Strong product acumen to position complex solutions and use data.
• Builder mindset: fast, resourceful, scalable operations.
• Deep expertise in forecasting, pipeline management, and KPI tracking.
• Excellent communication and executive presence.

Compensation

• Zones A - D: $304,000 - $456,000 (includes target variable compensation). Pay varies by location, skills, experience, and market conditions.