Insurance Sales Representative Jobs in Illinois
Insurance Sales Representative jobs in Illinois are open across Chicago, Bensenville, and DeKalb and other Illinois metros, with employers like State Farm, The Western and Southern Life Insurance Company, and Farmers Insurance hiring at every experience level. Find a role that fits below and apply directly.
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Showing 5 of 38+ Insurance Sales Representative jobs











Benefits:
- 401(k) matching
- Bonus based on performance
- Flexible schedule
- Paid time off
State Farm Agencies – Ottawa, Minooka, and Streator
We are seeking a motivated Life & Health Sales Representative to join our growing team.
This position focuses primarily on Life Insurance and Financial Services production within an established customer base of a Top 100 out of 19,000+ Agency. Our team generates a steady flow of opportunities, allowing this role to focus on helping individuals and families protect their future while identifying additional financial planning opportunities.
Successful candidates in this role consistently earn $80,000 – $120,000+ annually.
Salary = $40,000-$50,000 Performance Incentives: $40,000 - $80,000
Top performers in this role can exceed the listed earning potential through strong Life/Health production and Financial Services referrals.
You Would Be a Great Fit for This Role If
- You are comfortable initiating Life Insurance conversations with customers
- You enjoy helping families protect their financial future
- You are motivated by performance-based income opportunities
- You are confident discussing financial protection and long-term planning
- You are disciplined in follow-up and pipeline management
- You are comfortable identifying financial assets and uncovering opportunities for Investment Planning Services
Primary Responsibilities
Life & Health Production
- Meet with customers to review Life/Health Insurance needs and protection gaps
- Present appropriate Life and Health solutions based on customer goals
- Consistently generate and close new Life/Health Insurance policies
Investment Planning Opportunity Identification
- Identify financial assets such as savings, retirement accounts, and investment holdings
- Uncover opportunities for Investment Planning Services
- Coordinate with licensed Agent when appropriate
Pipeline Management
- Maintain a consistent pipeline of Life/Health opportunities
- Track follow-ups and activity in agency systems
- Maintain disciplined follow-up with prospects and clients
Qualifications
- Sales experience required
- Strong communication and relationship-building skills
- Self-motivated with strong follow-through
- Life & Health license preferred or willingness to obtain
- Property & Casualty preferred or willingness to obtain
Expectations for Success
- Consistent Life/Health Insurance production
- Strong pipeline of Life/Health opportunities
- Identification of Investment Planning opportunities
- Regular financial protection conversations with customers
Important Expectation
This role requires comfort discussing financial protection with customers and consistently initiating Life Insurance conversations, even when the topic was not the reason for the original interaction.
See All 38 Insurance Sales Representative Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find JobsInsurance Sales Representative Jobs by City in Illinois
Where Illinois roles are concentrated, by current openings.
Insurance Sales Representative Job Market in Illinois
A snapshot from current Illinois openings, updated as new roles post.
Who's Hiring
- State Farm31

- The Western and Southern Life Insurance Company3

- Farmers Insurance2

- Allstate Insurance1

- eFinancial1

Top Industries Hiring
- Insurance38
- Banking & Financial Services7
What Illinois Employers Look For
The qualifications that appear most often in insurance sales representative jobs across Illinois.
- Active state property and casualty or life and health insurance license
- Proven experience meeting or exceeding individual sales quotas in a quota-carrying role
- Proficiency with agency management or CRM software such as Applied Epic or Salesforce
- Strong consultative selling and needs-analysis skills for personal or commercial clients
- High school diploma required, bachelor's degree in business or finance often preferred
- Familiarity with underwriting guidelines, carrier portals, and policy endorsement processes
Insurance Sales Representative Jobs in Illinois: Frequently Asked Questions
How many insurance sales representative jobs are there in Illinois?
There are 38+ insurance sales representative openings in Illinois on Migrate Mate as of June 2026, with the most roles in Chicago, Bensenville, and DeKalb. New positions post regularly as employers across Illinois hire.
How much do insurance sales representatives make in Illinois?
Insurance sales representatives in Illinois earn a median of about $64,280 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $37,020 for the lowest 10% to over $160,130 for the top 10%. Pay rises with experience, specialty, and employer.
Which Illinois cities have the most insurance sales representative jobs?
Chicago, Bensenville, and DeKalb have the most insurance sales representative openings in Illinois right now, with additional roles spread across smaller metros statewide.
Which companies hire insurance sales representatives in Illinois?
Employers hiring insurance sales representatives in Illinois include State Farm, The Western and Southern Life Insurance Company, and Farmers Insurance, based on current listings on Migrate Mate as of June 2026.
Are there remote insurance sales representative jobs in Illinois?
Yes. About 5% of insurance sales representative openings tied to Illinois are remote or hybrid as of June 2026. The rest are on-site roles based in Illinois metros.
How do I apply for insurance sales representative jobs in Illinois?
You can apply to insurance sales representative jobs in Illinois directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Illinois location, then apply to each one that fits.
See All 38 Insurance Sales Representative Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
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