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Sentry Logo Sentry · Insurance

Direct Writer-Program Specialist

United States, Stevens Point · Job Posted May 29, 2026
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Job Description

Administer specialty insurance programs, service insureds, process requests, and coordinate monthly updates with John Deere. The role will be staffed at our Sentry Home Office in Stevens Point, WI following the hybrid work model. This role is NOT available for remote work.

Job Responsibility

  • Administer specialty insurance programs
  • service insureds
  • process requests
  • coordinate monthly updates with John Deere
  • Respond to a variety of customer calls including coverage questions, quotes, policy change, cancellation and loss run requests and billing questions
  • Maintain agent appointments, distributes agent materials and generates agent commission reports
  • Create, analyze & distribute statistical spreadsheets for John Deere programs
  • Maintain applicable systems to support the dealer programs and products
  • Reconcile and balance financials between John Deere Financial and Sentry for the UltraGard, and Floater programs
  • Complete necessary underwriting tasks related to the issuance of new policies, renewals changes and cancellations
  • Fulfills needed agent point of sale materials
  • May attend related trade show and/or industry events
  • Serves as a point of contact for business processes issues related to the program

Requirements

  • Bachelor’s Degree or equivalent work experience
  • Minimum 2 years of related work experience
  • P&C license required
  • Experience in the use of office and business software applications
  • Demonstrated experience in creating custom reports
  • Prior Commercial Lines insurance experience desired with knowledge of Commercial Lines products and/or underwriting guidelines
  • Ability to interpret and apply commercial insurance concepts and underwriting guidelines for majority of positions beneficial
  • Effective organizational, human relations, and communications skills
  • Knowledge of Sentry’s insurance operations and philosophies
  • Strong critical thinking and analytical skills

Nice to have

  • Prior Commercial Lines insurance experience
  • Knowledge of Sentry’s insurance operations and philosophies
  • Knowledge of Commercial Lines products and/or underwriting guidelines

What we offer

  • Scheduled Hybrid work model (Monday and Friday work from home if you choose to, Tuesday through Thursday you’ll work in office)
  • In-office workspace and materials for your home office
  • Laptop provided prior to start
  • Equipment for your home office
  • Meal Subsidy available for associates who report to an office
  • 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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