Insurance Sales Agent Jobs in Chicago, IL
Insurance Sales Agent jobs in Chicago are concentrated in the Loop, River North, and Schaumburg's corporate corridor, with strong demand from carriers, brokerages, and financial services firms. Employers hiring right now include State Farm, Optavise, and AYS. See the openings below and apply to the ones that match your experience.
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Showing 5 of 96+ Insurance Sales Agent jobs
BONUS FEATURES of working with us:
- Zoom Dials wherever you are to work with Top Producers. Listen in on how they call and close clients. Have them listen to you and get feedback for FREE.
- Too many vendors for warm leads. Digital leads, direct mail, live transfers and more!
- Plenty of WEEKLY skill related training calls to teach you how to become a top agent
- Recruiting websites built FOR YOU, if you want to build an agency.
Job Description
We are a high-powered insurance team with explosive growth. We are looking for licensed life insurance agents to join us. Even if you’re not licensed, our fast-track program will guide you through getting licensed in as little as a few weeks. We will also sponsor your pre-licensing classes for those who are a good fit.
Virtual (telesales/zoom) available
No cold calling, door-to-door sales, or such. We have plenty of clients who are interested in our service, we just need help fulfilling orders.
Some of our client's book appointments with you, some clients you have to reach out to book appointments with.
What we are looking for:
- Self-disciplined
- Strong work ethic
- Basic technology skills
- Openness to learn
- Willingness to be coached
- Compassion for people
- Closers
What we provide:
- Access to interested clients
- Back-office support
- Sponsored pre-licensing course
- FREE Training Program
- Residual pay from previously sold policies
- Vested Renewals (you keep your business day one)
- Opportunity to grow into leadership and management roles
Benefits of working with us:
- -no contracts and start-up fees
- Multiple A-rated carriers
- Pay cycle: Daily, Monday-Friday
- Bonuses paid MONTHLY and ANNUALLY
Requirements:
- Must pass a background check AND at least 18 years old to get licensed.
- No prior sales experience or degree is required to start.
- Pass State License Exam if not already licensed.
XJ6
BONUS FEATURES of working with us:
- Zoom Dials wherever you are to work with Top Producers. Listen in on how they call and close clients. Have them listen to you and get feedback for FREE.
- Too many vendors for warm leads. Digital leads, direct mail, live transfers and more!
- Plenty of WEEKLY skill related training calls to teach you how to become a top agent
- Recruiting websites built FOR YOU, if you want to build an agency.
Job Description
We are a high-powered insurance team with explosive growth. We are looking for licensed life insurance agents to join us. Even if you’re not licensed, our fast-track program will guide you through getting licensed in as little as a few weeks. We will also sponsor your pre-licensing classes for those who are a good fit.
Virtual (telesales/zoom) available
No cold calling, door-to-door sales, or such. We have plenty of clients who are interested in our service, we just need help fulfilling orders.
Some of our client's book appointments with you, some clients you have to reach out to book appointments with.
What we are looking for:
- Self-disciplined
- Strong work ethic
- Basic technology skills
- Openness to learn
- Willingness to be coached
- Compassion for people
- Closers
What we provide:
- Access to interested clients
- Back-office support
- Sponsored pre-licensing course
- FREE Training Program
- Residual pay from previously sold policies
- Vested Renewals (you keep your business day one)
- Opportunity to grow into leadership and management roles
Benefits of working with us:
- -no contracts and start-up fees
- Multiple A-rated carriers
- Pay cycle: Daily, Monday-Friday
- Bonuses paid MONTHLY and ANNUALLY
Requirements:
- Must pass a background check AND at least 18 years old to get licensed.
- No prior sales experience or degree is required to start.
- Pass State License Exam if not already licensed.
XJ6
See All 96 Insurance Sales Agent Jobs in Chicago
Find roles in Chicago that match your experience and apply in just a few clicks.
Find Insurance Sales Agent JobsInsurance Sales Agent Job Market in Chicago
Who's Hiring
- State Farm55
- Optavise14
- AYS14
- Farmers Insurance14
Insurance Sales Agent Jobs in Chicago: Frequently Asked Questions
How do I get an insurance sales agent job in Chicago?
The strongest path into Chicago's insurance market runs through the Loop and River North, where regional carriers, independent brokerages, and captive agencies concentrate. Candidates who hold a Property and Casualty or Life and Health license before applying move faster through hiring. A background in financial services, banking, or B2B sales is a genuine edge in Chicago's competitive market, and familiarity with commercial lines stands out among employers targeting business clients across the metro.
Which companies hire insurance sales agents in Chicago?
Companies currently hiring insurance sales agents in Chicago include State Farm, Optavise, and AYS, per current listings on Migrate Mate as of November 2026. Chicago's market includes a mix of national carriers with regional offices, independent agencies serving small businesses, and specialty brokerages focused on commercial and employee benefits lines.
Are there remote insurance sales agent jobs in Chicago?
Yes, though remote availability is limited compared to purely analytical roles, since insurance sales often involves client meetings, prospecting events, and in-person relationship building. About 100% of insurance sales agent openings tied to Chicago are remote or hybrid as of November 2026, with remote arrangements more common for inside sales and renewal roles than for new-business development positions.
How can I get an insurance sales agent job in Chicago with little or no experience?
The most realistic entry point is a licensed customer service or inside sales role at a captive agency or regional carrier with a Chicago office, where new agents learn products and build a book under an established team. Chicago-area employers, including those in Schaumburg and Oak Brook's insurance corridors, regularly hire unlicensed candidates into paid training programs that cover exam prep. Completing your Illinois licensing exam before applying strengthens any entry-level application significantly.
Related Jobs in Illinois
See All 96 Insurance Sales Agent Jobs in Chicago
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