Insurance Jobs in Chicago, IL
Insurance jobs in Chicago are concentrated in the Loop, River North, and the Magnificent Mile corridor, where major carriers, brokerages, and financial services firms cluster. Property and casualty, commercial lines, and employee benefits are among the most active specialties, with employers including Logic, WTW, and F.I.C. TAX posting openings across experience levels. Scan the live roles below and apply to whichever ones fit.
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Job Overview
Join the Brenda Roberts Allstate Agency and build a career where relationships matter. We're looking for a motivated Sales Producer who enjoys connecting with people and helping them protect what matters most.
This role goes beyond sales—you'll act as a trusted advisor while growing your career in a supportive, team-focused environment. We offer a competitive base salary, uncapped commissions, and performance bonuses to reward your success.
If you're driven, people-oriented, and ready to make an impact, we'd love to meet you.
Salary Range: $40,000.00 - $65,000.00 per year
Benefits
Annual Base Salary + Commission + Bonus Opportunities
Dental InsurancePaid Time Off (PTO)
Mon-Fri Schedule
Hands on Training
Career Growth Opportunities
Leads Provided
Weekly Team Meetings
Sales Coaching
Appreciation Lunches
Paid Birthday's Off
Paid Holidays
Monthly Commission Opportunity
Quarterly Bonus Opportunity
Causal Fridays
Mentorship
Business Casual Attire
Requirements
A active Illinois Property & Casualty Insurance License preferred.
A minimum of 1-2 years of sales experience is required.
Strong communication and interpersonal skills.
Bi-lingual Spanish
A proactive and goal-oriented mindset
Comfortable working independently and managing your own pipeline.
Basic computer proficiency
High school diploma or equivalent required; Bachelor's degree a plus.
Responsibilities
Reach out to potential clients to introduce our insurance products and services.
Develop and maintain relationships with new and existing clients.
Assess client needs and recommend suitable insurance policies.
Present and explain policy coverage, benefits, and exclusions clearly.
Process applications and ensure accurate data entry.
Follow up with clients to ensure satisfaction and identify opportunities for additional coverage.
Achieve and exceed sales targets through effective sales strategies.
About Us
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Find Insurance JobsInsurance Job Market in Chicago
Who's Hiring
- Logic14
- WTW10
- F.I.C. TAX10F
- Farmers Insurance10
- Allstate - Armando Bramwell10A
Top Industries Hiring
- Technology & Software
Insurance Jobs in Chicago: Frequently Asked Questions
How do I get an insurance job in Chicago?
Focus your search on the Loop and River North, where carriers, independent brokerages, and third-party administrators concentrate their home offices and regional operations. Chicago's deep commercial real estate, manufacturing, and healthcare sectors drive steady demand for commercial lines, risk management, and employee benefits specialists. Candidates who can demonstrate experience with middle-market or large-account commercial clients stand out, as do those with designations like CIC or CPCU that signal technical depth.
Which companies hire insurance professionals in Chicago?
Chicago insurance roles are posted by Logic, WTW, and F.I.C. TAX and others right now, based on current listings on Migrate Mate as of September 2026. The market includes national carriers with regional headquarters, Lloyd's-market wholesale brokers, captive management firms, and specialty lines underwriters, all of which maintain significant hiring presence in the city.
Are there remote insurance jobs in Chicago?
Yes, though availability varies sharply by function. Underwriting, claims analysis, actuarial, and compliance roles are increasingly offered remotely, while producer, account management, and on-site loss control positions typically require in-person presence. About 56% of insurance openings tied to Chicago are remote or hybrid as of September 2026, reflecting the industry's gradual shift toward flexible desk-based work. Analytical and back-office functions lead that trend locally.
How can I get an insurance job in Chicago with little or no experience?
The most realistic entry path in Chicago is through customer service or claims processing roles at a regional carrier or a large national insurer with operations downtown. Many Chicago-based brokerages and managing general agents hire entry-level account coordinators who train toward licensed producer or analyst positions. Earning a Property and Casualty or Life and Health license before applying signals commitment and lets you step into client-facing roles faster than candidates who wait until after hire.
Which industries hire the most insurance professionals in Chicago?
Most insurance openings in Chicago sit in Technology & Software, per current listings on Migrate Mate as of September 2026. Chicago's role as a hub for commodities trading, commercial real estate, and large hospital systems creates concentrated demand for specialty lines underwriters, risk managers, and benefits administrators that exceeds what you'd find in most comparably sized U.S. cities.
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