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Insurance Recruiters Jobs in Chicago, IL (NOW HIRING)

Talently

Principal Recruiter - Insurance

Chicago, IL · On-site

$200K - $500K/yr

Principal Recruiter - Insurance Location: Remote (US-Based) Compensation: Base Salary + Commissions ... We eliminate the typical friction that slows down great recruiters: * Warm Leads Weekly: We ...

Freeway Insurance

Insurance Sales Manager

Chicago, IL · On-site

$17 - $19/hr

We even offer pet insurance Our Company: Confie and its family of companies - Freeway, Baja ... recruitment, hiring, renewal of employment, or the terms and conditions of your employment.

Freeway Insurance

Insurance Sales Manager

Chicago, IL · On-site

$17 - $19/hr

We even offer pet insurance Our Company: Confie and its family of companies - Freeway, Baja ... recruitment, hiring, renewal of employment, or the terms and conditions of your employment.

Freeway Insurance

Insurance Sales Manager

Chicago, IL · On-site

$17 - $19/hr

We even offer pet insurance Our Company: Confie and its family of companies - Freeway, Baja ... recruitment, hiring, renewal of employment, or the terms and conditions of your employment.

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All JobsInsurance Recruiters JobsInsurance Recruiters Jobs in Chicago, IL

Insurance Recruiters information

See Chicago, IL salary details

$31.9K

$60K

$89.1K

How much do insurance recruiters jobs pay per year?

As of Sep 3, 2026, the average yearly pay for insurance recruiters in Chicago, IL is $59,952.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,400.00 and $68,500.00 per year, depending on experience, location, and employer.

What is the difference between Insurance Recruiters vs Insurance Agents?

AspectInsurance RecruitersInsurance Agents
CredentialsRecruiter certifications, HR or recruiting experienceInsurance licenses, state-specific certifications
Work EnvironmentRecruitment firms, corporate HR departmentsIndependent or company-based sales offices
Employer & Industry UsageUsed by insurance companies and agencies to find talentSell insurance policies directly to clients
Search & Comparison IntentHiring process, recruitment strategiesPolicy sales, client acquisition

Insurance Recruiters focus on sourcing and hiring insurance professionals, working within HR or recruitment firms. Insurance Agents sell insurance policies directly to clients, requiring licensing and sales skills. While both roles operate within the insurance industry, their functions and credentials differ significantly.

What are popular job titles related to Insurance Recruiters jobs in Chicago, IL?

For Insurance Recruiters jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Insurance Recruiters jobs in Chicago, IL look for?

The top searched job categories for Insurance Recruiters jobs in Chicago, IL are:

Infographic showing various Insurance Recruiters job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $59,952 per year, or $28.8 per hour.

Chief Operating Officer - Remote (10256)

Capstone Search Group

Chicago, IL • Remote

$200K - $250K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 3 days ago

Job description

About the Role

Unique career opportunity for an experienced health insurance professional as Chief Operating Officer, which is a blend of strategic and tactical responsibilities that positions a TPA for continued growth.


Requires expertise in self-funded healthcare operations, stop-loss programs, and claims management; coming from backgrounds that include benefits admin, payers, or another third-party administrator.


Qualified applicants should possess a well-rounded skill set in areas like:

  • Technology, compliance, claims appeals, and regulation
  • Client service, employee development, and workflow optimization
  • KPI and performance benchmarks around member services and implementation 


Location: Remote. Regular travel to be expected.

Company Description

Capstone Search Group is an insurance recruiting firm that offers creative, unique staffing solutions for the insurance industry! Our clients include insurance companies, agencies, brokers and intermediaries. Our goal as insurance recruiters is to help insurance organizations identify, attract and retain experienced talent that impacts immediate openings and promotes future growth. We offer Direct Hire (Contingency Search, Engaged/Retained and Recruitment Process Outsourcing [RPO]) and Contract Solutions (long-term contract, 1099 and temp-to-perm). We work nationally with expertise that spans top executives, middle management and technical level positions. We are committed to providing recruiting services of the highest degree of confidentiality, professionalism and integrity.