Remote Field Sales Leader | High-Impact Coach & Growth

Square; Houston (TX); On-site; USD 180,000 - 290,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Retirement plans

Flexible time off

Job summary

Square is building a world-class, high-accountability field sales organization and seeks a hands-on leader based in Houston, Texas who can coach and build. You will lead Territory Account Executives, model world-class selling, and spend substantial time in the field to strengthen local relationships and ensure a productive, product-driven presence across markets.

You have 8+ years in sales, 5+ years in leadership with field account executives, and a track record in high-transaction SaaS or

Qualifications

• 8+ years of sales success, ideally in a high-growth environment.
• 5+ years of leadership experience, preferably managing field account executives.
• Experience in high-transaction SaaS or financial services sales.
• Strong bias toward action and experimentation, balanced with thoughtful decision-making.
• A track record of building a winning, high-performing culture through hands-on leadership and coaching.

Responsibilities

• Lead with expertise in the field by developing Territory Account Executives through active coaching in-market.
• Model world-class selling by joining prospect and customer meetings with product fluency and value articulation.
• Spend significant time in the field with your team to strengthen relationships and drive pipeline creation.

Skills

Sales leadership

Field sales

SaaS

Financial services

Cross-functional collaboration

Data-driven

Executive communication

Coaching

Job description

Square is building a world-class, high-accountability field sales organization and seeks a hands-on leader based in Houston, Texas who can coach and build. You will lead Territory Account Executives, model world-class selling, and spend substantial time in the field to strengthen local relationships and ensure a productive, product-driven presence across markets.

You have 8+ years in sales, 5+ years in leadership with field account executives, and a track record in high-transaction SaaS or