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SquareSquare

SMB Sales Manager

Leads and develops a team of Account Executives serving the SMB segment, with responsibility for hiring, coaching, pipeline health, forecasting, and operational excellence. Requires at least four years of sales management experience, proven individual sales success, and strong talent-development capabilities.

About the job

Responsibilities

Build & Develop Talent

  • Hire exceptional Account Executives and raise the talent bar with every addition to the team.
  • Develop a culture of ownership, accountability, continuous learning, and high standards for the pace of SMB sales.
  • Identify future top performers early and create development plans to accelerate their growth in a high-volume environment.

Coach Through Data & Business Intelligence

  • Lead through rigorous pipeline inspection, forecasting, and performance diagnostics at the speed and volume SMB sales demands.
  • Use leading indicators to spot performance gaps early and coach representatives toward sustainable improvement across a high-activity sales cycle.
  • Turn data into action by identifying trends, diagnosing root causes, and improving conversion rates, cycle times, and activity metrics.

Drive Operational Excellence

  • Establish predictable operating rhythms around forecasting, pipeline management, and business reviews.
  • Build disciplined execution that creates consistent, repeatable revenue outcomes at scale.
  • Improve sales processes, simplify execution, and eliminate friction.

Lead Through Influence

  • Partner with Sales Leadership, Marketing, Enablement, Operations, and Product to improve the customer journey and strengthen commercial execution.
  • Use customer insights and field intelligence to shape strategy and influence product evolution for the SMB segment.
  • Lead through change while maintaining high performance.

Requirements

  • 4+ years of experience as a sales manager.
  • 3 years of documented sales success as an individual contributor exceeding target.
  • Experience hiring, ramping, and retaining Account Executives who can run considered, competitive deals.
  • Experience developing strong performers into people who win larger and more complex deals.
  • Proven cross-functional collaboration and ability to inspire change.
  • Leadership and coaching experience, with a desire to help others perform at their best.
  • Expertise creating structure around sales metrics and managing individuals and teams to achieve them, including forecast accuracy on long-cycle deals.
  • Ability to refine decision-making and consider the downstream and upstream effects of potential decisions.

Benefits

  • Remote work options
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning benefits

Skills

Sales Management, Account Executive Hiring, Sales Coaching, Pipeline Management, Sales Forecasting, Sales Metrics, Business Intelligence, Performance Diagnostics, Cross-Functional Collaboration, Quota Attainment

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