Manager, Field Sales - Orange County

Overview

Square is building a world-class, high-accountability field sales organization — and we're looking for a leader based in LA who is both a coach and a builder.

About the role

You know the craft of selling deeply: how to open doors, generate pipeline, position value competitively, and close with precision. You lead from the front, developing your team through active engagement — not from the sidelines.

Responsibilities

• Lead with expertise in the field
• Develop Territory Account Executives through active, in-market coaching — from sourcing and opening conversations to consultative discovery, competitive positioning, and closing with clarity
• Model world-class selling by joining prospect and customer meetings, demonstrating product fluency, value articulation, and decisive deal strategy
• Spend significant time in the field with your team, strengthening local relationships, fueling community-driven pipeline creation, and ensuring sellers experience Square through a human, product-driven presence
• Operate in the details
• Manage pipeline and KPIs with rigor — diagnosing gaps, identifying risks, expanding coverage, and guiding AEs to create and progress high-quality opportunities
• Run disciplined weekly pipeline, forecast, and deal reviews that drive action, accountability, and predictable outcomes across multiple markets
• Use data-backed insights to coach AE effectiveness, elevate sales execution, and ensure consistent momentum across high-velocity, complex sales cycles
• Create a high-performance, high-accountability culture
• Hold the team to a high bar of execution while providing the clarity, structure, and hands-on coaching needed to meet it
• Hire, onboard, and develop AEs to ramp quickly, deepen product expertise, and consistently exceed quota
• Scale expertise, process, and go-to-market effectiveness
• Build scalable, repeatable field sales motions that increase funnel quality, improve outbound productivity, and accelerate growth in your assigned cities
• Continuously refine strategy, playbooks, and operating rhythms to deepen Square’s presence and win market share across key local ecosystems
• Partner and innovate across the business
• Champion the customer voice and collaborate cross-functionally to strengthen product-market fit and unlock new revenue pathways
• Engage deeply with community networks, partners, and local events to amplify brand awareness and fuel top-of-funnel opportunity creation

Requirements

You have:

• 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
• A 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
• Extensive experience operating in a metrics-driven sales organization
• Proven ability to influence and collaborate with cross-functional partners in a rapidly scaling business
• Strong experience scaling and overseeing large Field Sales teams
• A strong ability to communicate and build relationships with senior executives
• Excellent interpersonal, leadership, organizational, and communication skills

Qualifications

We are looking for someone who:

• Has a passion for helping sellers succeed
• Is a natural leader with a proven track record of building high-performing teams
• Is a strategic thinker with a deep understanding of the financial services industry
• Is comfortable working in a fast-paced, dynamic environment
• Can effectively communicate the value of Square’s products and services
• Is able to adapt to changing market conditions and adjust strategies accordingly

Benefits

Block is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process.

Pay

Amounts listed above include target variable compensation. Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

Schedule

Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offerings. Block is committed to providing a comprehensive benefits package to support your well-being and financial security.