Manager, Field Sales
Lead with expertise in the field
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 â not from the sidelines.
Operate in the details
- Manage pipeline and KPIs with rigor â 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 â 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.
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
Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and "fair chance" ordinances. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible.
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