1

Sentry Insurance Jobs in Illinois (NOW HIRING)

Account Executive

Chicago, IL · Remote

$105K - $139K/yr

If you're a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales. Our highly trained Account Executives present specialized commercial insurance, 401K ...

Expert-level knowledge of Cloudera Hadoop components such as HDFS, Sentry, HBase, Kafka, Impala ... other insurance plans that offer an optional layer of financial protection. We offer an ESPP ...

Java Developer/Architect

Schaumburg, IL · On-site

$61.75 - $83.50/hr

... Insurance and credit union business in achieve their business goals. Innovizant made up of ... Sentry etc. Good experience with databases and SQL Good experience with at least one programming ...

Expert-level knowledge of Cloudera Hadoop components such as HDFS, Sentry, HBase, Kafka, Impala ... other insurance plans that offer an optional layer of financial protection. We offer an ESPP ...

next page

Showing results 1-20

Sentry Insurance information

See Illinois salary details

$30K

$63.8K

$80.4K

How much do sentry insurance jobs pay per year?

As of Aug 19, 2026, the average yearly pay for sentry insurance in Illinois is $63,809.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,100.00 and $72,700.00 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 Illinois?

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

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

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

What cities in Illinois are hiring for Sentry Insurance jobs?

Cities in Illinois with the most Sentry Insurance job openings:

Infographic showing various Sentry Insurance job openings in Illinois as of August 2026, with employment types broken down into 100% Full Time. Highlights an 71% In-person, and 29% Remote job distribution, with an average salary of $63,809 per year, or $30.7 per hour.

Account Specialist - Commercial Lines

Sentry Insurance

Edwardsville, IL • Hybrid

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 13 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

Are you passionate about working with people and delivering efficient results; so are we! We value Account Specialists who can embody this passion by providing dedicated support to our customers. We want you to be a primary point of contact for customers and our sales producers for defined territories. You’ll understand Sentry’s desire to write high-quality, profitable risks and be well-versed in commercial insurance. You could be the next key player to support and contribute to the success of our team!
This position will report to our Edwardsville, IL office.

What You’ll Do:

As an Account Specialist with Sentry, you’ll serve as a relationship builder to connect with customers and account managers or agents to develop positive relationships. You’ll be responsible for the overall service experience and retention of business within assigned accounts or regions. In addition, you’ll:

  • Serve as primary point of contact and resource for designated producer(s), customers, and/or agents within the territory. Act as a relationship builder by using a combination of soft skills to connect with producers, customers, agents, and team to form positive relationships. Assist sales producer or agent in maximizing his/her selling time by servicing existing book, assisting with cross-selling activities to meet account completion goals, or working with placement agency (Parker Stevens Agency or Hortica Brokerage) to insure risks that are unacceptable to Sentry. Provide significant business impact through identifying opportunities, making detailed decisions, and understanding risks and consequences of business decisions.

  • Serve as primary point of contact and owner of all service related items, such as incoming customer calls, emails, and faxes regarding service needs, changes, questions, and problems. Proactively monitor service needs and other requests to ensure completion, including quotes, renewals, policy changes, urgent recommendations, billing, audit, and other service items. Provide necessary service and refers to sales producer(s) or agents when necessary. Be knowledgeable of, and keep current on, procedures and policies, as well as appropriate state requirements. Work independently with excellent time management, organization, quality decision making, and communication.

  • Independently manage small commercial books of business based on defined scope within the assigned territories. You’ll be primarily responsible for overall experience and retention of this book of business, along with pursuing additional sale opportunities. Creates new and renewal applications to these smaller businesses.

  • Responsible for maintaining product and procedural knowledge of commercial lines. Effectively review and explain coverages to customers. Understand Sentry’s appetite for risk and is well- versed in commercial insurance, Sentry product offerings, and excess markets available to us. Responsible for understanding quality of risks and applying sound underwriting principles within defined authority.

  • Act as a relationship builder and liaison between sales producer, underwriting, other internal departments, and/or customers or agents in gathering of underwriting requirements and customer documents/signatures. Monitor status of outstanding quotes, renewals, and policy changes. Take ownership of the service team and overall service experience of the territories supported. Answer inquiries promptly and maintains frequent contact with customers, agents and/or producers.

What it Takes:

  • Associate Degree or equivalent work experience.

  • 2+ years of related work experience.

  • Property & Casualty License required; if not currently licensed, must obtain within 120 days of hire

  • Prior Commercial Lines insurance experience desired with knowledge of Commercial Lines products and/or underwriting guidelines

  • Ability to interpret and apply commercial insurance concepts and underwriting guidelines for majority of positions

  • Ability to travel on a limited basis to attend team meetings and/or to meet prospects or current customers

  • Strong PC skills and ability to quickly learn a variety of software applications

  • Composure, strong customer service skills and ability to build and maintain relationships is key

  • Presentation and selling skills are required

  • Ability to balance multiple priorities in a fast-paced work environment and work independently with little direction.

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 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.

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!

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.


What Sentry Insurance employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom