Field Sales Leader (SaaS/Fintech)

TL;DR

Field Sales Leader (SaaS/Fintech): Building and leading a high-accountability field sales organization for Square’s integrated commerce and financial services products with an accent on hands-on coaching, pipeline creation, and competitive selling. Focus on developing Territory Account Executives, improving forecast accuracy, scaling repeatable sales motions, and expanding Square’s presence across local markets.

Location: Must be based in North Carolina, United States; the role involves significant time in the field with the sales team.

Salary: $164,000–$246,000 (Zone D), $174,000–$261,000 (Zone C), $184,000–$276,000 (Zone B), or $198,000–$297,000 (Zone A), including target variable compensation.

Company

hirify.global builds technology and financial services products through brands including Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.

What you will do

• Develop Territory Account Executives through active coaching across prospecting, discovery, competitive positioning, and closing.
• Join prospect and customer meetings to model product expertise, value articulation, and deal strategy.
• Build local relationships and community-driven pipeline through significant in-field engagement.
• Manage pipeline, KPIs, forecasts, and deal reviews across multiple markets.
• Hire, onboard, and develop Account Executives while establishing clear expectations and accountability.
• Build scalable field sales motions and collaborate cross-functionally to strengthen product-market fit and grow market share.

Requirements

• 8+ years of successful sales experience, 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.
• Experience scaling and overseeing large field sales teams in a metrics-driven organization.
• Proven ability to coach teams, collaborate cross-functionally, and communicate with senior executives.
• Excellent interpersonal, leadership, organizational, and communication skills.

Culture & Benefits

• Inclusive workplace focused on expanding access to economic opportunity.
• Remote work options, subject to role and location requirements.
• Medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.
• Reasonable accommodations are available throughout the interview process.

Hiring process

• Applications are limited to 9 active applications within a 60-day period.
• Reapplications to the same role are accepted 90 days after a previous application has been reviewed.
• Automated AI tools may be used to evaluate applications, with privacy and bias-audit safeguards.