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Director of Enterprise Sales

Location: Remote
Compensation: To Be Discussed
Reviewed: Mon, Jun 08, 2026
This job expires in: 4 days

Job Summary

Leading a team of Account Executives, the full-time remote Director of Enterprise Sales will focus on acquiring new enterprise clients within the 5,000-20,000 employee segment while driving strategic sales initiatives and fostering high-performance sales methodologies.

Key responsibilities:
  • Lead and coach a team focused on acquiring new enterprise customers
  • Drive pipeline generation and strategic account planning across complex sales cycles
  • Ensure consistent execution of sales methodologies and foster a culture of accountability
Required qualifications:
  • 10+ years of experience in enterprise SaaS, fintech, HCM, payroll, or related technology sales
  • 3-5+ years of experience leading high-performing enterprise sales teams
  • Proven success managing complex sales cycles with executive buyers and multiple decision-makers
  • Strong expertise in MEDDPICC, Sandler, and consultative sales methodologies
  • Exceptional executive communication and relationship-building skills

COMPLETE JOB DESCRIPTION

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