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  3. Account Executive-New York and Connecticut Captive Territory

Account Executive-New York and Connecticut Captive Territory

Sentry Insurance

Sales
Danbury, CT, United StatesPosted June 13, 2026Ref: 6516_JR-142041_2
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Job Description

Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.

You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales.

We provide everything you need to carve out a sales career filled with success and purpose, including:

  • High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips
  • Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8%
  • Opportunities for professional development and growth
  • Outstanding training and support
  • An industry-leading line of products and services

Total currently estimated projected compensation range for this position is $105,492-$141,492, which is a combination of base pay, currently projected renewal commissions, and currently estimated new business commission opportunities. Commission opportunities – both renewal and new business -- are based on achievement of sales objectives and compliance with the terms of the applicable incentive plan.

The New York & Connecticut territory includes: Westchester County, NY & Fairfield County, CT.  Residence within the sales territory is required.

What You’ll Do

  • 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
  • Work directly 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 

What it Takes

  • Bachelor’s degree or equivalent work experience/related sales experience
  • The ability to obtain and maintain the necessary P&C, and Life licenses required to sell the products Sentry offers
  • 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

What You’ll Receive 

At Sentry, your total rewards go beyond competitive compensation.  Below are some benefits and perks that you’ll receive.

  • Company car with gas card
  • Comprehensive, ongoing training, including licensure
  • Laptop, cell phone reimbursement, home office setup
  • Cutting edge proprietary technology that enables you to be more efficient and effective in the field
  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
  • Group Medical, Dental, Vision, Life Insurance, Parental Leave, and our Health and Wellness benefits to encourage a healthy lifestyle.
  • Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.
  • Well-being and Employee Assistance programs.
  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.

Get ready to own your future at Sentry. Opportunities await!

Casey Van Der Geest

Casey.VanDerGeest@sentry.com 

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.

Interested in this position?

Application opens on the original posting. We don't process applications.

Apply Now

Job Summary

Company
Sentry Insurance
Location
Danbury, CT 06813
Category
Sales
Date Posted
June 13, 2026

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Account Executive-New York and Connecticut Captive Territory

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