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Sentry Insurance Jobs (NOW HIRING)

Sentry Insurance

Line/Grill Cook

Stevens Point, WI

$15.25 - $19.25/hr

At Sentry, the best parts of our business come from our very own backyard. All across our ... Group Medical, Dental, Vision and Life  Insurance  to encourage a healthy lifestyle * 401 (K) ...

Sentry

Sentry - Construction Superintendent

Fargo, ND

$90K - $110K/yr

Sentry * Salary/Pay Rate: $90,000 to $110,000 per year (based on experience). * Location: Fargo, ND ... Comprehensive medical, dental, and vision insurance. * Health Savings Account (HSA) and life ...

Sentry

Sentry - Construction Superintendent

Horace, ND

$90K - $110K/yr

Sentry * Salary/Pay Rate: $90,000 to $110,000 per year (based on experience). * Location: Fargo, ND ... Comprehensive medical, dental, and vision insurance. * Health Savings Account (HSA) and life ...

Sentry

Sentry - Construction Project Manager

Fargo, ND

$85K - $110K/yr

Sentry * Salary/Pay Rate: $85,000 to $110,000 per year (based on experience). * Location: Fargo, ND ... Comprehensive medical, dental, and vision insurance. * Health Savings Account (HSA) and life ...

Sentry

Sentry - Construction Project Manager

Horace, ND

$85K - $110K/yr

Sentry * Salary/Pay Rate: $85,000 to $110,000 per year (based on experience). * Location: Fargo, ND ... Comprehensive medical, dental, and vision insurance. * Health Savings Account (HSA) and life ...

Sentry

Senior Trial Attorney - Insurance

Houston, TX · On-site

Represent the interest of the insured and Sentry in defending claims, ensuring that there is no conflict of interest between the policyholder and Sentry. * Communicate and report to policyholders and ...

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Sentry Insurance information

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$31K

$65.8K

$83K

How much do sentry insurance jobs pay per year?

As of Jun 15, 2026, the average yearly pay for sentry insurance in the United States is $65,848.00, according to ZipRecruiter salary data. Most workers in this role earn between $60,000.00 and $75,000.00 per year, depending on experience, location, and employer.

Is Sentry Insurance a good company?

Sentry Insurance is a well-established insurance provider known for its stability and employee benefits. The company generally receives positive reviews for its work environment and job stability, making it a reputable employer in the insurance industry.

What are the key skills and qualifications needed to thrive as an Insurance Agent at Sentry Insurance, and why are they important?

To thrive as an Insurance Agent at Sentry Insurance, you need strong sales abilities, knowledge of insurance products, relevant state licensure, and often a bachelor’s degree or equivalent experience. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Outstanding interpersonal skills, active listening, and problem-solving abilities help agents build trust and address client needs effectively. These skills are vital for meeting sales targets, ensuring customer satisfaction, and maintaining compliance in a competitive insurance market.

What is the difference between Sentry Insurance vs Claims Adjuster?

AspectSentry InsuranceClaims Adjuster
CredentialsLicenses, insurance certificationsLicenses, insurance certifications
Work EnvironmentOffice, remote, fieldOffice, remote, field
Industry UsageInsurance provider, underwritingInsurance, claims processing
Primary RoleInsurance provider, risk assessmentEvaluate and settle insurance claims

While Sentry Insurance is a provider offering various insurance products, a Claims Adjuster is a professional who evaluates insurance claims on behalf of insurers like Sentry. Claims Adjusters work directly with policyholders to assess damages and determine payouts, whereas Sentry Insurance manages the overall insurance policies and underwriting processes.

What opportunities for professional development and advancement are typically available to employees at Sentry Insurance?

At Sentry Insurance, employees often benefit from a range of professional development opportunities, including ongoing training, mentorship programs, and support for industry certifications. The company encourages internal mobility, allowing employees to explore different roles or departments based on their interests and performance. Advancement is typically based on a combination of demonstrated skills, leadership potential, and contributions to team goals. Employees are also supported through structured performance reviews and clear career pathways, helping them to grow within the organization.

Is Sentry a good company to work for?

Sentry Insurance is generally regarded as a stable employer with a focus on employee benefits and professional development. The company offers a collaborative work environment and values skills in insurance, risk management, and customer service. Employee reviews often highlight positive workplace culture and opportunities for growth.

What is the highest paid job in insurance?

In the insurance industry, executive roles such as Chief Executive Officer (CEO) or Chief Underwriting Officer tend to be the highest paid, often earning six-figure salaries plus bonuses. These positions require extensive experience, leadership skills, and industry knowledge, and may involve overseeing company strategy, risk management, and operations.

What is the highest paying insurance agent job?

The highest paying insurance agent roles are typically senior or specialized positions such as captive agents working for large insurance companies or those with extensive experience and a strong client base. These roles often offer higher commissions, bonuses, and incentives, especially for agents selling high-value or complex policies like commercial or specialty insurance. Earning potential increases with certifications, expertise, and sales performance.

What is Sentry Insurance?

Sentry Insurance is a mutual insurance company that provides a variety of insurance products, including business insurance, personal auto insurance, and life insurance. Founded in 1904 and headquartered in Stevens Point, Wisconsin, Sentry serves policyholders across the United States. The company is known for its strong financial stability and focus on customer service, offering solutions for businesses of all sizes as well as individuals seeking personal coverage.
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Sentry Insurance jobs near you
Account Executive-New York and Connecticut Captive Territory

Account Executive-New York and Connecticut Captive Territory

Sentry Insurance

White Plains, NY

$105K - $141K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 2 days ago

Sentry Insurance rating

8.6

Company rating: 8.6 out of 10

Based on 42 frontline employees who took The Breakroom Quiz

74th of 261 rated insurance

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.

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