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Sentry Insurance Jobs in Pennsylvania (NOW HIRING)

Client Technician - 401K

Stevens, PA · Hybrid

$16.50 - $22.25/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

Premium Audit Technician

Stevens, PA

$47K - $58K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

Sentry Insurance information

See Pennsylvania salary details

$31.1K

$66K

$83.2K

How much do sentry insurance jobs pay per year?

As of Aug 19, 2026, the average yearly pay for sentry insurance in Pennsylvania is $66,006.00, according to ZipRecruiter salary data. Most workers in this role earn between $60,100.00 and $75,200.00 per year, depending on experience, location, and employer.

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.

What are the key skills and qualifications needed to thrive as an insurance agent at Sentry Insurance?

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 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 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.

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.

What are popular job titles related to Sentry Insurance jobs in Pennsylvania?

For Sentry Insurance jobs in Pennsylvania, the most frequently searched job titles are:

What job categories do people searching Sentry Insurance jobs in Pennsylvania look for?

The top searched job categories for Sentry Insurance jobs in Pennsylvania are:

Infographic showing various Sentry Insurance job openings in Pennsylvania as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 25% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $66,006 per year, or $31.7 per hour.

Client Technician - 401K

Sentry Insurance

Stevens, PA • Hybrid

$16.50 - $22.25/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 25 days ago


Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

71st of 310 rated insurance


Job description

Provides operational and administrative support activities to the 401(k) Client teams and designated clients in the areas of census, plan amendment signatures, 5500 authorizations, contributions, load administration, compliance testing and other facets of 401(k) plan administration. Utilizes workflow system to identify customers who have outstanding tasks necessary to maintain compliance and fulfill Sentry's service agreement. Proactively intervenes to ensure deadlines and special client needs are met, while appropriately escalating tasks to avoid or mitigate compliance issues. Completes timely and accurate analysis of census data, review status, compensation, contributions, and account balances for qualified retirement plan participants. Monitors and resolves errors or discrepancies in data across multiple systems. Prepares annual reviews for safe harbor plans. Completes IRS/DOL forms, facilitates e-filing, monitors filing deadlines, prepares filing extensions, and supports other governmental reporting processes. What You’ll Do

As a 401(k) Client Services Tech, you’ll provide operational and administrative support to our 401(k) Client Services Manager team, ensuring required customer information is received, verified, and updated in a timely manner. In addition, you’ll:

  • Monitor and maintain workflow tasks for assigned clients to ensure requests and services are completed within the required deadlines
  • Monitor incoming email and voice messages while corresponding with clients to provide accurate information regarding employer contributions, payroll, and plan information
  • Collect, verify, and update required customer information accurately within Sentry systems
  • Develop and maintain an understanding of Sentry’s plan documents, contracts, systems, and compliance requirements
  • Perform other job-related duties as assigned

What it Takes

  • Associate Degree or equivalent work experience
  • 0-2 years of related work experience
  • Prior retirement or 401(k) experience and knowledge is desired
  • Strong verbal and written communication skills
  • Successful completion of educational courses, such as CEBS or ASPPA, are beneficial
  • Computer skills, math aptitude, and ability to communicate and provide exceptional service to our customers required
  • Ability to prioritize workload and handle several projects simultaneously
  • Ability to analyze contracts and documents is required

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 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:

    • Offices without a cafeteria, $15.00 weekly stipend

  • 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.

About Sentry

All of us at Sentry—more than 4,000 associates—have various talents, skills, and backgrounds. We work together to deliver on our promises to our policyholders every day. We’re proud to offer a full line of property, casualty, and life insurance products to help protect businesses, cars, homes, lives, and retirement income.

Our headquarters is in Stevens Point, Wisconsin, with claims and service 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.

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.

Thank you for your interest in Sentry!

Amelia Sacco

Amelia.Sacco@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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