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Sales Leader - SMB

United States, San Francisco 153600.00 - 220050.00 USD / Year · Job Posted February 04, 2026
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Job Description

We are the SMB Sales team, a core part of Plaid’s mission to unlock financial freedom for everyone. We believe that by empowering small and medium-sized businesses, we contribute directly to creating a more inclusive and accessible financial ecosystem. Our team is dedicated to building meaningful relationships with our clients, providing innovative solutions that drive growth, and ensuring that Plaid's products enable businesses to thrive. We work collaboratively across teams to meet ambitious revenue goals, all while fostering a culture of continuous learning and development to align with Plaid's vision of financial accessibility and empowerment. As an Account Executive Leader for our SMB team, you will lead a group of front-line Sales Managers and their Account Executive teams responsible for acquiring and growing Plaid’s SMB customers. You will set strategy and direction for your part of the SMB business, translate it into clear operating plans, and ensure consistent, high-quality execution across teams. You will build and develop sales leaders and AEs, implement a rigorous operating cadence, and partner cross-functionally to shape how Plaid goes to market in the SMB segment. You will leverage your experience in forecasting, pipeline management, and deal strategy to drive predictable growth in a fast-paced, high-growth environment.

Job Responsibility

  • Lead, coach, and develop a team of front-line SMB Sales Managers and their Account Executive teams to consistently meet and exceed revenue targets
  • Own forecast accuracy and pipeline health across your portfolio
  • implement and run a disciplined operating rhythm (1:1s, pipeline reviews, QBRs, forecast calls)
  • Design and refine territory, coverage, and quota strategies to support growth objectives while ensuring sustainable workloads and strong customer coverage
  • Partner with Marketing, New Business Development, Growth, Partnerships, Product, and Customer Success to build and execute the SMB acquisition and expansion strategy
  • Provide hands‑on deal coaching for top opportunities and ensure managers are effectively supporting their teams on complex or strategic deals
  • Hire, onboard, and develop front-line managers and high-potential AEs, building a strong leadership bench and clear paths for internal mobility
  • Use data and insights to diagnose performance, identify bottlenecks, and prioritize initiatives that increase win rates, improve cycle times, and drive productivity
  • Foster a positive, inclusive, and high-performance culture that reflects Plaid’s Principles and supports growth, experimentation, and continuous improvement

Requirements

  • 8–10+ years of experience in B2B sales, including meaningful time leading high-performing SMB or mid‑market teams
  • Demonstrated success managing front-line managers and/or multiple sales teams, with clear examples of hiring, developing, and retaining top talent
  • Proven track record of owning and delivering against multi‑team revenue targets, including both new customer acquisition and expansion
  • Deep experience running a rigorous sales operating cadence (forecasting, pipeline management, QBRs) and using data to make decisions
  • Strong cross-functional leadership skills with experience partnering with Marketing, Product, Partnerships, and Finance to drive segment strategy
  • Excellent communication and executive presence, with the ability to influence across levels and functions

Nice to have

  • Prior experience as a 2nd-line SMB or MM sales leader in fintech, SaaS, or infrastructure/platform companies
  • Experience in fintech or financial services, especially selling into SMBs or startups
  • Background in segment design, GTM experimentation, and scaling new sales motions

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