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Account Executive-Montana and Wyoming Captive Territory

Remote / Online - Candidates ideally in
Whitefish, Flathead County, Montana, 59937, USA
Listing for: Sentry Insurance
Remote/Work from Home position
Listed on 2026-07-14
Job specializations:
  • Sales
    Outside Sales, Insurance Sales, Account Manager, Business Development
Salary/Wage Range or Industry Benchmark: 96726 - 132726 USD Yearly USD 96726.00 132726.00 YEAR
Job Description & How to Apply Below

Job Summary

Our highly trained Account Executives deliver specialized commercial insurance, 401(k), and life insurance products tailored to the industries we serve. This role earns a competitive total compensation that includes base salary, commissions, and incentive awards.

Responsibilities
  • Sell directly to niche market accounts to increase premium volume.
  • Retain profitable business by providing effective, quality service to policyholders.
  • Build and maintain quality relationships with businesses.
  • Collaborate with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners.
  • Call on and pursue all niche market opportunities assigned to your geographic territory.
  • Leverage current customers and relationships for new growth and sales opportunities.
  • Maintain and grow relationships in the assigned territory.
Qualifications
  • Bachelor’s degree or equivalent work experience/related sales experience.
  • Ability to obtain and maintain the necessary P&C and Life licenses required to sell the products.
  • Self‑discipline and ability to thrive in a remote work environment.
  • Ability to multitask, prioritize, communicate effectively, and remain organized.
  • Strong analytical and math skills.
  • Acceptable Motor Vehicle Record with a valid driver’s license and ability to meet travel requirements.
  • Residence within Montana and Northern Wyoming is required.
Benefits and Compensation
  • Base salary plus commissions and incentives.
  • Total projected compensation range: $96,726 – $132,726.
  • Company car with gas card.
  • Comprehensive, ongoing training including licensure.
  • Laptop, cell phone reimbursement, and home office setup support.
  • 401(k) plan with dollar‑for‑dollar match up to 8%.
  • Group medical, dental, vision, life insurance, and parental leave.
  • Pre‑tax dependent care and health expense reimbursement accounts.
  • Well‑being and employee assistance programs.
  • Sentry Foundation gift matching program.
Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

To contact an associate regarding this opportunity:

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