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Director, Mid-Market Sales

United States, New York · Job Posted February 21, 2026
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Job Description

As Director of Mid-Market Sales, you will lead and elevate our mid-market sales organization, driving performance, consistency, and execution excellence across the segment. This is a leadership role focused on developing talent, sharpening sales rigor, and building a repeatable, high-performing motion. You’ll coach a team of already-performing Account Executives to win complex deals, deepen discovery, improve close rates, and consistently exceed targets. This role is ideal for a sales leader who thrives in high-accountability environments, loves developing talent, and knows how to build discipline and performance into a scaling mid-market team.

Job Responsibility

  • Own mid-market revenue performance, ensuring the team consistently hits and exceeds monthly and quarterly targets
  • Coach and develop Account Executives to improve discovery, objection handling, deal strategy, and closing effectiveness
  • Elevate call quality through regular deal reviews, call coaching, and structured feedback loops
  • Improve pipeline hygiene, forecasting accuracy, and overall sales execution rigor
  • Identify skill gaps and implement targeted enablement programs to raise performance across the team
  • Refine messaging, positioning, and demo execution to increase conversion rates and ACV
  • Lead by example in strategic deals, modeling best-in-class mid-market selling behavior
  • Establish clear performance standards and accountability across the team

Requirements

  • 6+ years of B2B SaaS sales experience
  • 2+ years leading mid-market or enterprise AEs
  • Strong track record of improving rep performance through hands-on coaching
  • Experience scaling and optimizing mid-market sales motions
  • Proven ability to drive forecast accuracy and operational rigor
  • Deep expertise in discovery-led, consultative sales
  • Ability to diagnose pipeline issues and implement corrective action quickly
  • Clear, confident communicator who can raise the bar on performance standards
  • High ownership mentality and comfort operating in fast-moving, in-office environments

What we offer

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