Job Description

Director of Field Sales

Job Summary

Seeking a highly driven and experienced Director of Field Sales to lead and expand a field sales operations across the United States. This is a unique opportunity to build a field sales force from the ground up, driving growth and fostering strong relationships with agency partners. The ideal candidate will have a deep understanding of the commercial insurance marketplace, exceptional leadership skills, and a proven track record of success in distribution-based roles. This is a fully remote position.

Compensation Package

• Salary Range: $125,000 - $175,000 per year, plus quarterly bonus.
• Benefits:
  • 6 weeks of paternity leave.
  • 6% average merit increase (no cap on wage per position).
  • $750 individual employer-paid HSA contribution and $1,500 for a family.
  • 23 days of PTO and 4 floating holidays.
  • Comprehensive medical (PPO/HDHP), vision, dental (with orthodontia), disability, and life insurance.
  • Paid parental leave and company-sponsored short- and long-term disability.
  • Education Assistance Program with 100% upfront tuition reimbursement for approved degree programs.
  • Service Recognition Program with monetary awards for vacations every 5 years.
  • Employee Assistance Program with counseling, legal, and financial resources.
  • Wellness initiatives, including fitness center and Weight Watchers reimbursement programs.
  • Voluntary benefits such as accident, critical illness, and hospital indemnity coverage.
  • Employee discount and rewards program on travel, tickets, electronics, and more.
• Additional Perks: Company car included.

Responsibilities

• Build and lead a team of Field Sales Representatives in key states.
• Set sales goals and hold team members accountable for achieving production objectives.
• Establish and nurture new agency relationships, supporting field reps in maintaining and strengthening these partnerships.
• Collaborate with Product, Underwriting, Service, and Marketing teams to develop and execute strategies that drive profitable growth and deepen agency engagement.
• Identify market opportunities, emerging trends, and distribution challenges, providing actionable recommendations to support long-term growth.
• Work closely with senior leadership to align distribution strategies with overall company objectives and priorities.
• Travel extensively across the United States to support field operations and agency relationships.

Qualifications/Requirements

• 10+ years of progressive experience in distribution-based roles, with a proven track record of building, managing, and scaling books of business.
• Deep knowledge of the commercial insurance marketplace, including agency distribution models, carrier relationships, and market dynamics.
• Demonstrated ability to build and maintain strong relationships with agency principals, producers, and key distribution partners.
• Strong leadership and talent development skills.
• Proficiency in CRM platforms and the ability to leverage funnel, conversion, and production data to drive team success.
• High personal accountability, a strong bias toward action, and the ability to solve problems independently.
• Willingness and ability to travel extensively throughout the United States.

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