Description
We are seeking a Manager, Field Sales - Orange County to lead a team of Territory Account Executives in Orange County. The successful candidate will be a hands-on leader with deep product expertise, strong competitive instincts, and a track record of raising the bar for sellers.
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.
- Build a high-performance, high-accountability culture - Create an environment defined by trust, clear expectations, ownership, and open communication.
- 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 - Become a product and competitive expert , ensuring your team can confidently articulate Square’s value and differentiation.
- 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
- 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
- Extensive experience operating in a metrics-driven sales organization
- Proven ability to influence and collaborate with cross-functional partners in a rapidly scaling business
- Experience scaling and overseeing large Field Sales teams
- Strong ability to communicate and build relationships with senior executives
- Excellent interpersonal, leadership, organizational, and communication skills