ZipRecruiter

Log In

1

Insurance Sales Representative Jobs in Chicago, IL

Tnt Capital, Inc.

Insurance Sales Rep

Skokie, IL · On-site

$55K - $70K/yr

As an Insurance Sales Representative , you'll build genuine relationships with your community while helping people protect what matters most their homes, cars, and financial futures. No experience?

next page

Showing results 1-20

All JobsInsurance Sales Representative JobsInsurance Sales Representative Jobs in Chicago, IL

Insurance Sales Representative information

See Chicago, IL salary details

$25.8K

$80.9K

$145.3K

How much do insurance sales representative jobs pay per year?

As of Aug 10, 2026, the average yearly pay for insurance sales representative in Chicago, IL is $80,884.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,400.00 and $114,900.00 per year, depending on experience, location, and employer.

What does an insurance sales representative do?

An Insurance Sales Representative helps clients understand and purchase various insurance policies, such as auto, home, health, or life insurance, that best fit their needs. They assess the financial situations and coverage requirements of potential clients, explain policy details, and answer any questions about coverage options or claims. Representatives also generate new sales leads, follow up with clients, and process policy renewals or changes. Their role is crucial in ensuring clients are adequately protected against risks while meeting sales targets set by their agency or company.

What is the difference between Insurance Sales Representative vs Insurance Agent?

FeatureInsurance Sales RepresentativeInsurance Agent
CredentialsLicensing required in most statesLicensing required in most states
Work EnvironmentTypically works for an insurance company, selling their productsOften works independently or for agencies, selling multiple companies' policies
Employer & Industry UsageCommonly employed by insurance companiesWorks for agencies or independently representing multiple insurers
Search & Comparison IntentOften compared for sales roles in insuranceCompared for independent vs company sales roles

Insurance Sales Representatives usually work directly for insurance companies, focusing on selling their specific policies, and require licensing. Insurance Agents may work independently or for agencies, representing multiple insurers, and also need licensing. Both roles involve sales, but their work environments and employer types differ, influencing their sales approach and client interactions.

What are the key skills and qualifications needed to thrive as an insurance sales representative?

To thrive as an Insurance Sales Representative, you need a solid understanding of insurance products, sales techniques, and typically a state insurance license. Familiarity with CRM software, quoting tools, and policy management systems is often required. Exceptional interpersonal skills, active listening, and persistence help build trust and close deals with clients. These skills and qualifications are vital for meeting sales targets, ensuring compliance, and fostering long-term customer relationships.

What type of insurance sales representative pays the most?

Experienced insurance sales representatives specializing in high-value policies such as life, health, or commercial insurance tend to earn the highest commissions and bonuses. Those working in affluent markets or with advanced certifications often have higher earning potential due to larger policy sizes and complex sales. Success in sales skills and client relationships also significantly impact income levels.

What are some common challenges faced by insurance sales representatives, and how can they be overcome?

One common challenge for Insurance Sales Representatives is building and maintaining a steady pipeline of new clients, as the role often requires proactive outreach and networking. Overcoming rejection and handling objections from potential clients can also be difficult, especially for those new to sales. Success in this role often depends on developing strong communication skills, persistence, and the ability to educate clients about complex insurance products in a clear and relatable way. Many companies provide ongoing training and mentorship, and collaborating with experienced team members can be a valuable way to learn effective sales strategies.

Is it hard to make money in insurance sales?

Insurance sales representatives can earn varying income levels based on commissions, sales skills, and client base. Success often depends on building relationships, product knowledge, and persistence, with income potential increasing as experience and sales improve.
What cities near Chicago, IL are hiring for Insurance Sales Representative jobs? Cities near Chicago, IL with the most Insurance Sales Representative job openings:
Insurance Sales Representative jobs near you
Infographic showing various Insurance Sales Representative job openings in Chicago, IL as of August 2026, with employment types broken down into 92% Full Time, 4% Part Time, and 4% Contract. Highlights an 94% In-person, and 6% Remote job distribution, with an average salary of $80,884 per year, or $38.9 per hour.

Insurance Sales Representative

Elizabeth Robles Farmers Insurance

Des Plaines, IL • On-site

$40K - $65K/yr

Full-time

Dental, Vision, Life, PTO

Posted 26 days ago

Job description

Are You Ready to Build a Rewarding Career in Insurance Sales?

Join a dynamic and growing insurance agency in Mount Prospect, Illinois where your success is directly rewarded! We are looking for an ambitious Insurance Sales Representative to help individuals and businesses find the right insurance solutions. Whether you're an experienced producer or looking to grow in the industry, this role offers strong earning potential, ongoing training, and career advancement opportunities.

Acquire new clients to our insurance agency by selling Auto, Renters, Homeowners, Life and many other insurance products.


Candidates will receive outstanding training, mentorship from established, successful agency owners and the opportunity for ownership of their own agency with successful completion of the program


Come work with The EVA Insurance Agency!


Benefits

Annual Base Salary + Commission + Bonus Opportunities

Paid Time Off (PTO)

Work from Home

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Hands on Training

Mon-Fri Schedule

Career Growth Opportunities


Responsibilities
  • Offer products such as Home, Auto, Business, and Life Insurance
  • Develop insurance quotes, make sales presentations, and close sales
  • Understanding prospects' needs and identifying sales opportunities
  • Creating and maintaining a database of current and potential customers
  • Staying informed about competing products and services
  • Having a ton of fun while being part of a competitive team

Requirements

  • Must possess a state of Illinois Property/Casualty License
  • Must possess a state of Illinois Life/Health License
  • Possess an upbeat, positive, and enthusiastic attitude.
  • Create relationships with prospects and clientele.
  • Proficiency to multi-task, follow-thru, and follow-up.
  • Leadership
  • Excellent Communication/interpersonal skills.
  • Confident, self-starter who works well independently.
  • Driven and goal-oriented individual.
  • Ability to tactfully handle stressful and difficult situations.
  • Be capable of handling customer rejection.