Field Sales Leader (SaaS)

TL;DR

Field Sales Leader (SaaS): 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 generation, and competitive selling. Focus on developing Territory Account Executives, scaling repeatable sales motions, and driving predictable revenue across assigned local markets.

Location: Must be based in Los Angeles, United States; the role requires significant in-market and field engagement with the sales team.

Salary: $164,000–$246,000 in Zone D, $174,000–$261,000 in Zone C, $184,000–$276,000 in Zone B, or $198,000–$297,000 in Zone A. Amounts include 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 fluency, value articulation, and deal strategy.
• Manage pipeline, forecasts, KPIs, and deal reviews across multiple markets.
• Hire, onboard, and develop Account Executives while maintaining high standards of execution.
• Build scalable field sales motions, playbooks, and operating rhythms to improve funnel quality and market growth.
• Collaborate with customers, communities, partners, and internal teams to strengthen product-market fit and create new revenue opportunities.

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.
• Demonstrated success building high-performing cultures through hands-on leadership and coaching.
• Strong executive communication, relationship-building, organizational, and cross-functional collaboration skills.

Culture & Benefits

• Inclusive workplace focused on expanding access to economic opportunity.
• Remote work options, medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.
• Reasonable accommodations are available throughout the recruitment process.
• Market-based compensation varies by work location, skills, experience, and qualifications.

Hiring process

• Applications are limited to 9 active applications within a 60-day period.
• Reapplication to the same role is accepted 90 days after a previous application has been reviewed.
• Automated AI tools may be used to evaluate applications, subject to applicable regulations and bias audits.