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Sentry Insurance Jobs (NOW HIRING)

Account Specialist

Davenport, IA

$18 - $24.75/hr

Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle * Well-being and Employee Assistance programs * Sentry Foundation ...

Account Specialist

Stevens Point, WI

$18.50 - $25.25/hr

Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle * Well-being and Employee Assistance programs * Sentry Foundation ...

... insurance beneficial • Effective communication, analytical, and mathematical skills What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits 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 Jul 28, 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.

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.

What kind of insurance company is Sentry?

Sentry Insurance is a mutual insurance company that provides a range of insurance products, including business, personal, and specialty coverage. It operates as a provider of property and casualty insurance and emphasizes customer service and risk management solutions.

How much does Sentry Insurance pay?

Sentry Insurance offers competitive salaries that vary depending on the role, experience, and location. Entry-level positions typically start around $40,000 to $60,000 annually, while more experienced roles can pay upwards of $80,000 or more. Compensation may also include benefits such as health insurance, retirement plans, and performance bonuses.

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, with top earners making six figures annually. Advanced certifications and a proven sales record can also contribute to higher compensation levels.

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.

Is Sentry Insurance a good company to work for?

Sentry Insurance is generally regarded as a stable employer with a focus on employee benefits and a collaborative work environment. Employees often cite opportunities for professional development and a positive company culture, though experiences can vary by role and location.
More about Sentry Insurance jobs
What cities are hiring for Sentry Insurance jobs? Cities with the most Sentry Insurance job openings:
What states have the most Sentry Insurance jobs? States with the most job openings for Sentry Insurance jobs include:
Infographic showing various Sentry Insurance job openings in the United States as of July 2026, with employment types broken down into 1% As Needed, 70% Full Time, 23% Part Time, and 6% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $65,848 per year, or $31.7 per hour.
Claims Representative Senior - Commercial Liability

Claims Representative Senior - Commercial Liability

Sentry Insurance

Nashville, TN

$74K - $112K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 12 days ago


Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

70th of 299 rated insurance


Job description

Investigate and resolve insurance claims in an efficient and accurate manner. You’ll independently manage a caseload, negotiate settlements, and communicate with all parties.

This position will be located in our Stevens Point, WI; Nashville, TN; Davenport, IA; Goldsboro, NC; Madison, WI; El Paso, TX; or Edwardsville, Il office locations under a hybrid work model.

What You’ll Do:

As a Senior Claims Representative on our Commercial Lines - Liability teams, you'll provide superior service by conducting prompt claim investigations, which includes evaluating coverage, determining liability, and settlement of damages. In addition, you will:

  • Verify coverages by thoroughly reviewing the policy and interpreting policy terms, conditions, and language, which may require working with coverage counsel.

  • Evaluate complex liability by taking recorded statements from involved parties and witnesses, reviewing police reports, and compiling other pertinent evidence.

  • Analyze all potential exposures, potentially high limit exposures, and resolve claims in the best interest of the insured, claimant, and Sentry.

  • Evaluate physical damages and bodily injury claims, working closely with repair shops, medical providers, automobile appraisers, and/or contractors to facilitate necessary and related services or repair work.

  • Establish timely reserves based on the ongoing liability and damage assessments, negotiating property damage and bodily injury settlements with policyholders, claimants, and attorneys, and other insurance carriers.

  • Manage a case load of litigated and non-litigated automobile claims, most of which will be bodily injury files of mid–level severity and complexity. Work with legal counsel and the insured to appropriately review and handle complex time limited demands and the defense of litigated files.

  • Comply with industry regulations, legal requirements, and internal polices through thorough documentation of all decisions, correspondence, and discussions that occur throughout the life cycle of the claim.

What it Takes:

  • Bachelor’s degree or related experience

  • 3+ years of related work experience

  • Thorough claims knowledge of claims and claims processes

  • Ability to review and analyze complex documents, insurance policies, coverages, medical reports, and insurance regulations

  • Ability to make appropriate claim decisions, prioritize, and manage workload

  • Demonstrated effective verbal and written communication skills

  • Ability to handle conflict and negotiate resolutions

  • Technology aptitude

What You'll Receive:

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

  • Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you’ll work in office.

  • As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide 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 to help strengthen your financial future.

  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program

  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off

  • Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.

  • Well-being and Employee Assistance programs

  • Sentry Foundation gift matching program to encourage charitable giving.

  • in the state of Illinois, based on qualifications and experience, the range for annual salary for this position is between $74,900 - $112,300

About Sentry:

We take great pride in making Forbes’ list of America’s Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

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.

Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

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

Joe Larsen

Joe.Larsen@sentry.com 

Senior Talent Acquisition Specialist

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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