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Director Insurance Jobs in Chicago, IL (NOW HIRING)

Feldco Factory Direct

Insurance Supplementer

Rosemont, IL · On-site

$59K - $75K/yr

Siding Insurance Supplementer Join Feldco as a Roofing amp; Siding Insurance Supplementer -- Be the Trusted Expert Our Customers Count On! We're looking for a detail obsessed, supplement writing ...

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All JobsInsurance JobsDirector Insurance JobsDirector Insurance Jobs in Chicago, IL

Director Insurance information

See Chicago, IL salary details

$21.6K

$108.1K

$224.8K

How much do director insurance jobs pay per year?

As of Sep 6, 2026, the average yearly pay for director insurance in Chicago, IL is $108,114.00, according to ZipRecruiter salary data. Most workers in this role earn between $62,611.00 and $141,646.00 per year, depending on experience, location, and employer.

What does a director insurance do?

A Director of Insurance is responsible for overseeing an organization's insurance programs and risk management strategies. They ensure that the company has adequate coverage for various risks, negotiate with insurers, and develop policies to minimize potential losses. Additionally, they may manage a team, stay updated on industry regulations, and analyze data to make informed decisions about coverage and claims. Their goal is to protect the organization’s assets while optimizing insurance costs.

What are the key skills and qualifications needed to thrive as a director insurance, and why are they important?

To thrive as a Director of Insurance, you need in-depth knowledge of insurance products, risk management, regulatory compliance, and leadership experience, often backed by a bachelor’s or master’s degree in finance, business, or a related field. Familiarity with industry-standard insurance management software, data analytics platforms, and relevant certifications such as CPCU or ARM is essential. Strong strategic thinking, negotiation, and team leadership skills set exceptional candidates apart. These skills and qualifications are vital for driving organizational growth, ensuring regulatory adherence, and leading high-performing teams in a complex and evolving industry.

What are some common challenges faced by a director insurance when leading cross-functional teams?

A Director of Insurance often leads teams that include underwriting, claims, compliance, and sales professionals, requiring strong coordination and communication skills. Common challenges include balancing differing departmental priorities, aligning on regulatory requirements, and ensuring seamless customer experiences. Successfully managing these dynamics involves fostering collaboration, setting clear objectives, and staying updated on industry trends. Directors also need to adapt quickly to regulatory changes and technological advancements that impact workflow and client needs.

What is the difference between Director Insurance vs Insurance Manager?

AspectDirector InsuranceInsurance Manager
CredentialsTypically requires a bachelor’s degree in insurance, business, or related field; professional certifications like CPCU or ARM are commonUsually holds similar degrees and certifications, such as CPCU or ARM, but may have less seniority
Work EnvironmentOversees multiple teams or departments, strategic planning, and high-level decision-making within insurance companiesManages daily operations of insurance teams, handles policy administration, and ensures compliance
Employer & Industry UsageFound in large insurance firms, corporations, and brokerage firms, focusing on strategic leadershipCommon in insurance companies, agencies, and departments, focusing on operational management

The main difference between a Director Insurance and an Insurance Manager lies in their scope and level of responsibility. Directors typically focus on strategic planning and leadership at a higher level, while Managers handle day-to-day operations and team management. Both roles require relevant credentials and industry experience, but Directors usually have broader oversight and influence within the organization.

What are the most commonly searched types of Insurance jobs in Chicago, IL?

The most popular types of Insurance jobs in Chicago, IL are:

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

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

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

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

What cities near Chicago, IL are hiring for Director Insurance jobs?

Cities near Chicago, IL with the most Director Insurance job openings:

Director Insurance jobs near you
Infographic showing various Director Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 89% Physical, 2% Hybrid, and 9% Remote job distribution, with an average salary of $108,114 per year, or $52 per hour.

Insurance Supplementer

Feldco Factory Direct

Rosemont, IL • On-site

$59K - $75K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 19 days ago

Feldco rating

8.6

Company rating: 8.6 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

3rd of 55 rated home improvement suppliers and fitters

Job description

Roofing amp; Siding Insurance Supplementer
Join Feldco as a Roofing amp; Siding Insurance Supplementer— Be the Trusted Expert Our Customers Count On!
We’re looking for a detail obsessed, supplement writing champion who loves turning underpaid insurance estimates into fully funded projects. If negotiating with adjusters gives you life—and catching missing roofing line items feels like a sport—you might be exactly who we need.
The Company:
Feldco is honored to have been named a top workplace in 2025 by the Chicago Tribune, making us a 12-time award winner!
Job Information:
  • Location: 6300 N. River Road, Rosemont, IL 60018
  • Pay Range: $50,000 + commission amp; Bonus
  • Hours: Monday Thru Friday, 8am to 5pm
What You’ll Do:
  • Review insurance estimates for roofing and siding claims and confidently spot missing line items
  • Prepare accurate supplements in Xactimate that are shared with the insurance carrier
  • Work directly with project managers to ensure all materials, labor, accessories, and real-world repairs are included
  • Translate confusing insurance jargon for homeowners into something humans can understand
  • Follow up with insurance carriers to keep the project moving along in a timely manner
  • Prepare completion certificates and final invoices for the insurance carrier to expedite final payment
  • Other duties as assigned
What You Bring:
  • Experience with roofing and/or siding insurance claims, supplement writing, and Xactimate
  • Attention to detail
  • Great communication and follow up skills
What Can Feldco Offer You?
  • Industry Leadership: #1 in Midwest home improvement solutions
  • Growth amp; Stability: With 50 years in business and still growing
  • Award-Winning Culture: 12-time Top Workplace winner by the Chicago Tribune
  • Career Development: We promote from within and reward performance
  • Team-Oriented Environment: Be part of a collaborative culture that values every team member’s contribution
Benefits Offered to Feldco Employees:
  • Benefits include medical, dental, and vision insurance; a 401(k) with employer match; paid time off; paid holidays; and a wide range of voluntary benefits.

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