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Sentry Logo Sentry · Sales

Territory Executive-National Accounts (WC Loss Sensitive)

United States, Richmond · Job Posted May 03, 2026
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Job Description

As the Territory Executive for Sentry in our National Accounts division, you’ll work with brokers and agents in a defined territory to create Sentry awareness. You will be responsible for generating new business submissions and working with the team to create and sell Workers Compensation new business proposals. You’ll be the team leader in the sales of loss sensitive casualty business to National Account Workers Compensation clients with large commercial account premiums.

Job Responsibility

  • Work with brokers and agents in a defined territory to create Sentry awareness
  • Generate new business submissions and working with the team to create and sell Workers Compensation new business proposals
  • Be the team leader in the sales of loss sensitive casualty business to National Account Workers Compensation clients with large commercial account premiums
  • Manage broker and client relationships in North Carolina, South Carolina, West Virginia, Virginia, and Tennessee
  • Travel regularly to meet with brokers, clients, and prospects
  • Work closely with Underwriting personnel to obtain/retain large individual commercial Workers Compensation accounts
  • Solicit accounts through selected brokers or in response to inquiries from prospective clients
  • Work with Underwriting, Loss Control, and Claims to determine acceptability of the risk and services needed
  • Serve as the primary contact with assigned accounts and their brokers
  • Collaborate with appropriate functional units to provide exceptional service
  • Deliver and present proposals to brokers and prospective clients and discuss Sentry advantages and differentiators
  • Daily engagement with Microsoft Dynamics CRM

Requirements

  • Bachelor’s degree or equivalent work experience with National Accounts Workers Compensation Casualty business
  • Experience with Sales and Underwriting of large Risk Management type accounts is preferred
  • 5-8 years of experience with an insurance carrier, commercial agency or brokerage preferred
  • Current or prior broker/agent relationship experience preferred
  • Previous technical insurance experience, preferably in sales and/or underwriting
  • Highly motivated self-starter with the drive to be a top performer
  • Exceptional communication, organization and selling skills
  • Ability to travel extensively (5-7 nights per month) and have a valid driver’s license and ability to have and maintain an acceptable motor vehicle report
  • Required to have primary residence within your sales territory or be located near our office location in Stevens Point, WI

What we offer

  • Competitive Salary with significant bonus potential
  • Company car and gas card
  • 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting
  • Sentry University (SentryU) and Tuition Reimbursement program
  • Generous Paid-Time Off plan
  • Volunteer-Time off
  • Group Medical, Dental, Vision, Life insurance
  • Parental leave
  • Health and Wellness benefits
  • Well-being and Employee Assistance programs
  • Sentry Foundation gift matching program
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