Square · 1 day ago
Manager, Field Sales
Square is a technology company that builds solutions to increase access to the global economy. They are seeking a Field Sales Manager who will lead a high-accountability sales organization, focusing on developing and coaching a team of Territory Account Executives to drive revenue and enhance sales effectiveness.
BitcoinFinTechMobile PaymentsProductivity ToolsRetail Technology
Responsibilities
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
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 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
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
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
Qualification
Required
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
Benefits
Remote work
Medical insurance
Flexible time off
Retirement savings plans
Modern family planning
Company
Square
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square.
H1B Sponsorship
Square has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (257)
2024 (253)
2023 (260)
2022 (297)
Funding
Current Stage
Public CompanyTotal Funding
$4.8BKey Investors
GICKleiner PerkinsSequoia Capital
2025-08-13Post Ipo Debt· $2.2B
2024-05-06Post Ipo Debt· $2B
2023-01-11Post Ipo Equity
Recent News
2026-01-05
2026-01-05
Morningstar.com
2025-12-29
Company data provided by crunchbase