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Director Insurance Jobs in Chicago, IL (NOW HIRING)

Infosys

Senior Sales Director - Insurance

Chicago, IL · On-site

$128K - $250K/yr

The Sales Director will grow net new business and a new pipeline in the Insurance space. Requires deep understanding of market and competition to develop appropriate sales strategies and apply the ...

Chime Insurance Group

Insurance Agent

Frankfort, IL · Remote

Chime Insurance Group is seeking a dedicated and knowledgeable Insurance Agent to join our dynamic ... direct deposits, and free pre-screened inbound leads (Medicare A&B/Medicaid). Requires an active ...

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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 Aug 2, 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 are some common challenges faced by a Director of 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 does a Director of 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 of 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 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 July 2026, with employment types broken down into 91% Full Time, and 9% Part Time. Highlights an 100% In-person job distribution, with an average salary of $108,114 per year, or $52 per hour.

Senior Sales Director - Insurance

Infosys Limited Digital

Chicago, IL • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 22 days ago

Job description

Job details
Job Role
Business Development Manager
Work Location
Chicago, IL
State / Region / Province
Illinois
Country
USA
Skills
Domain|Sales|Sales Execution
Domain
Global Markets
Interest Group
Infosys Limited
Company
ITL USA
Requisition ID
145106BR
Salary min
128000
Salary max
250000
Infosys is hiring a Senior Sales Director to build a focused market strategy and implement pro-active sales activities for our InsurancePractice. Come join the team and put your net-new sales and business development skills to work today!
The Sales Director will grow net new business and a new pipeline in the Insurance space. Requires deep understanding of market and competition to develop appropriate sales strategies and apply the sales and solution expertise, in conjunction with project teams. A good Sales Hunter is keen to get their hands dirty and actively help the team develop value propositions based on a firm understanding of opportunity areas at Technology companies.
Description:
  • Responsible for identifying and closing new deals
  • Be the face of Infosys to the market and help position Infosys as an industry leader and trusted advisor
  • Leverage the Infosys ecosystem of capabilities across technology practices, industry verticals and service lines to develop solutions that address the client's business problems
  • Ground-breaking force behind developing platform solutions specifically geared towards Insurance enterprises
Required Qualifications:
  • Bachelor's degree or foreign equivalent required from an accredited institution. Will also consider three years of progressive experience in the specialty in lieu of every year of education.
  • 11+ years of experience, with strong sales experience in service industry
  • Strong domain experience in the Insurance business segments
  • Understanding of Global Delivery Model (offshore/outsourcing) and large deal experience
  • Minimum of 5-7 years of relevant business development experience selling IT services
  • Track record of interacting and building relationship with CXOs of leading organization
  • Hands-on experience with proposal creation and leading proposal presentation
  • Strong leadership, interpersonal, communication and presentation skills
Candidates authorized to work for any employer in the United States without employer-based visa sponsorship are welcome to apply. Infosys is unable to provide immigration sponsorship for this role at this time.
Preferred Qualifications:
  • History of achieving/overachieving sales targets
  • Experience in S/W contract negotiations
  • Experience with competitor mapping and SWAT analysis
  • Ability to define specific to ground-breaking solutions within abstract environments
  • Well networked within the IT services industry and Insurance vertical
  • Ability to identify upcoming RFPs / deals by networking with key client partners
Benefits:
Along with competitive pay, as a full-time Infosys employee you are also eligible for the following benefits :
Medical/Dental/Vision/Life Insurance
Long-term/Short-term Disability
Health and Dependent Care Reimbursement Accounts
Insurance (Accident, Critical Illness , Hospital Indemnity, Legal)
401(k) plan and contributions dependent on salary level
Paid holidays plus Paid Time Off.
Infosys is a global leader in next-generation digital services and consulting. We enable clients in more than 50 countries to navigate their digital transformation. With over four decades of experience in managing the systems and workings of global enterprises, we expertly steer our clients through their digital journey. We do it by enabling the enterprise with an AI-powered core that helps prioritize the execution of change. We also empower the business with agile digital at scale to deliver unprecedented levels of performance and customer delight. Our always-on learning agenda drives their continuous improvement through building and transferring digital skills, expertise, and ideas from our innovation ecosystem.
Infosys provides equal employment opportunities to applicants and employees without regard to race; color; sex; gender identity; sexual orientation; religious practices and observances; national origin; pregnancy, childbirth, or related medical conditions; status as a protected veteran or spouse/family member of a protected veteran; or disability.

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