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Executive Insurance Controller Jobs in Chicago, IL

CFS

Controller

Schaumburg, IL · On-site

Controller Schaumburg, Illinois (100% Onsite) $120,000 - $140,000 plus 10-15% performance bonus Our ... insurance organization where you'll partner directly with executive leadership and present ...

Sound Specialists

Controller

Chicago, IL

This position reports directly to the CEO and is responsible for delivering accurate financial ... Coordinate relationships with external CPA firms, banks, insurance providers, and taxing ...

Sound Specialists

Controller

Chicago, IL · On-site

This position reports directly to the CEO and is responsible for delivering accurate financial ... insurance providers, and taxing authorities. · Manage annual financial statement reviews or audits ...

Sound Specialists

Controller

Chicago, IL · On-site

This position reports directly to the CEO and is responsible for delivering accurate financial ... insurance providers, and taxing authorities. • Manage annual financial statement reviews or ...

Triple-S Steel

Controller

Melrose Park, IL · On-site

$100K - $150K/yr

Health insurance (medical, dental, and vision) * Flex Saving Account and Health Reimbursement ... Provide key insights and strategic support to executive leadership * Lead and mentor Staff ...

Triple-S Steel

Controller

Melrose Park, IL · On-site

$100K - $150K/yr

Health insurance (medical, dental, and vision) * Flex Saving Account and Health Reimbursement ... Provide key insights and strategic support to executive leadership * Lead and mentor Staff ...

Cherry Bekaert

Controller

Chicago, IL · Hybrid

$164K - $285K/yr

As a key partner to executive leadership, the Controller will play a critical role in ensuring ... insurance; generous Paid Time Off; retirement plans; Paid Care Leave; and other programs that are ...

COOK'S DIRECT, INC.

Controller

Woodridge, IL · On-site

$180K - $190K/yr

This role oversees the accounting team and partners closely with the CEO to support fiscal ... insurance, 401(k), and other benefits • Manage the renewal process for corporate insurance ...

Path Construction

Controller

Arlington Heights, IL · On-site

$100K - $160K/yr

Analysis of Corporate Insurance program * Analysis of financials for tax strategies * Analysis of ... Should have experience in partnering with an executive team, and have a high level of written and ...

Path Construction

Controller

Arlington Heights, IL · On-site

$100K - $160K/yr

Analysis of Corporate Insurance program * Analysis of financials for tax strategies * Analysis of ... Should have experience in partnering with an executive team, and have a high level of written and ...

Path Construction

Controller

Arlington Heights, IL · On-site

$100K - $160K/yr

Analysis of Corporate Insurance program * Analysis of financials for tax strategies * Analysis of ... Should have experience in partnering with an executive team, and have a high level of written and ...

Lighthouse Autism Center

Controller

Schaumburg, IL · On-site

As a member of the Executive Leadership Team (ELT), this role partners closely with the Chief ... Manage corporate insurance renewals related to medical, dental, worker's compensation, and business ...

Lighthouse Autism Center

Controller

Schaumburg, IL · On-site

As a member of the Executive Leadership Team (ELT), this role partners closely with the Chief ... Manage corporate insurance renewals related to medical, dental, worker's compensation, and business ...

CWF Restoration

Controller

Elmhurst, IL · On-site

Coordinate with external accountants, auditors, tax professionals, banks, insurance providers, and ... Direct involvement in financial strategy, operational planning, and executive-level decision-making.

Lighthouse Autism Center

Controller

Schaumburg, IL · Hybrid

As a member of the Executive Leadership Team (ELT), this role partners closely with the Chief ... Manage corporate insurance renewals related to medical, dental, worker's compensation, and business ...

CWF Restoration

Controller

Elmhurst, IL · On-site

$120K/yr

Coordinate with external accountants, auditors, tax professionals, banks, insurance providers, and ... Direct involvement in financial strategy, operational planning, and executive-level decision-making.

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All JobsInsurance Controller JobsExecutive Insurance Controller JobsExecutive Insurance Controller Jobs in Chicago, IL

Executive Insurance Controller information

See Chicago, IL salary details

$11.3K

$104.6K

How much do executive insurance controller jobs pay per year?

As of Jul 28, 2026, the average yearly pay for executive insurance controller in Chicago, IL is $103,014.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,000.00 and $103,000.00 per year, depending on experience, location, and employer.

Is finance controller a high position?

A finance controller, often called a financial controller, is a senior management role responsible for overseeing accounting, financial reporting, and internal controls within an organization. It is generally considered a high-level position, often reporting directly to executive leadership such as the CFO. The role requires strong financial expertise, leadership skills, and relevant certifications like CPA or CMA.

What are some common challenges faced by Executive Insurance Controllers when managing cross-departmental financial reporting?

Executive Insurance Controllers often need to coordinate financial data from multiple departments, such as claims, underwriting, and compliance. One common challenge is ensuring consistency and accuracy across diverse data sources, which may use different systems or reporting standards. Building strong relationships and clear communication channels with department heads is essential to streamline data collection and resolve discrepancies quickly. Proficiency in insurance-specific accounting regulations and financial software also helps address these challenges effectively.

What are the key skills and qualifications needed to thrive as an Executive Insurance Controller, and why are they important?

To thrive as an Executive Insurance Controller, you need expertise in financial management, insurance accounting, regulatory compliance, and typically a bachelor's degree in finance, accounting, or a related field, often accompanied by CPA or similar certification. Familiarity with financial reporting software, insurance management systems, and advanced Excel skills is crucial. Strong analytical thinking, leadership, and effective communication are key soft skills that set top performers apart. These competencies ensure accurate financial oversight, regulatory adherence, and strategic decision-making essential for organizational success in the insurance industry.

What is the highest paying role in the insurance industry?

In the insurance industry, executive roles such as Chief Executive Officer (CEO), Chief Underwriting Officer, or Chief Risk Officer tend to be the highest paid. These positions require extensive experience, leadership skills, and often advanced certifications, and they oversee company strategy, underwriting, and risk management. Compensation varies based on company size and location but can include high base salaries, bonuses, and stock options.

What is the difference between Executive Insurance Controller vs Insurance Manager?

AspectExecutive Insurance ControllerInsurance Manager
CredentialsCPA, CPCU, or similar certifications often preferredRelevant insurance or finance certifications, such as CPCU or ARM
Work EnvironmentStrategic, high-level financial oversight within insurance companies or large corporationsOperational management of insurance teams, policy administration, and claims
Employer & Industry UsageInsurance firms, large corporations with internal insurance departmentsInsurance companies, brokerage firms, corporate risk management
Search & Comparison IntentUnderstanding executive-level insurance finance rolesManaging insurance operations and policies

The Executive Insurance Controller focuses on high-level financial oversight, compliance, and strategic planning within insurance organizations, often requiring advanced certifications. In contrast, an Insurance Manager handles day-to-day operations, policy management, and team supervision. Both roles are vital but differ in scope, responsibilities, and seniority within the insurance industry.

What are Executive Insurance Controllers?

Executive Insurance Controllers are senior financial professionals who oversee the accounting, financial reporting, and regulatory compliance functions within an insurance company. They are responsible for managing budgets, ensuring accurate financial statements, and implementing internal controls to safeguard company assets. Additionally, they work closely with executive leadership to develop financial strategies, assess risk, and ensure the organization adheres to industry laws and regulations. Their expertise is vital for maintaining the financial health and integrity of the insurance company.

What do insurance executives do?

Insurance executives oversee the strategic direction and overall management of insurance companies or departments. They are responsible for setting policies, managing risk, ensuring regulatory compliance, and driving financial performance, often requiring strong leadership, industry knowledge, and analytical skills.

What is the highest paid position in insurance?

In the insurance industry, executive roles such as Chief Executive Officer (CEO), Chief Underwriting Officer, or Chief Risk Officer tend to be the highest paid positions, often earning multi-million dollar compensation packages including salary, bonuses, and stock options. These roles require extensive experience, leadership skills, and industry knowledge, and they oversee company strategy, risk management, and financial performance.
What are the most commonly searched types of Insurance Controller jobs in Chicago, IL? The most popular types of Insurance Controller jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Executive Insurance Controller jobs? Cities near Chicago, IL with the most Executive Insurance Controller job openings:
Executive Insurance Controller jobs near you
Controller

Controller

CFS

Schaumburg, IL • On-site

Full-time

Medical, Life, Retirement, PTO

This job post has expired today. Applications are no longer accepted.

Job description

Controller

Schaumburg, Illinois (100% Onsite)
$120,000 – $140,000 plus 10–15% performance bonus

Our client, is seeking an experienced Controller to lead the organization's accounting and financial reporting function. This is a highly visible leadership opportunity with a stable, mission-driven fraternal insurance organization where you'll partner directly with executive leadership and present financial results to the Board of Directors. The role is heavily focused on financial analysis, planning, and strategic leadership rather than day-to-day transactional accounting, making it an ideal opportunity for an experienced insurance accounting professional looking to make a meaningful impact.

Why Consider This Opportunity for the Controller?

  • Immediate opening due to a planned leadership transition
  • Highly visible role partnering directly with executive leadership and the Board
  • Strategic position focused on forecasting, financial planning, and business analysis
  • Lead the accounting function while mentoring a collaborative, high-performing team
  • Stable, mission-driven fraternal insurance organization with excellent employee retention
  • Outstanding benefits including:
    • Four weeks of vacation to start
    • Five personal days and five sick days
    • 90% employer-paid medical insurance
    • 401(k) with company-funded annuity contribution
    • Company-paid life insurance
    • 10–15% annual performance bonus

Key Responsibilities for the Controller

  • The Controller will lead the monthly, quarterly, and annual financial reporting process
  • Own the review and approval of the balance sheet, income statement, journal entries, and supporting documentation
  • Develop operating plans, budgets, forecasts, and financial analyses for executive leadership and the Board
  • Present financial results, forecasts, and strategic recommendations to senior leadership and Board members
  • Oversee the accounting team while providing guidance, mentorship, and constructive feedback
  • Partner cross-functionally to improve financial processes and support organizational initiatives
  • Coordinate annual audits and ensure compliance with insurance accounting requirements
  • Drive financial analysis and planning initiatives that support organizational decision-making

Qualifications for the Controller

  • Bachelor's degree in Accounting, Finance, Economics, Mathematics, or a related field
  • 10+ years of progressive accounting or finance experience
  • Insurance industry accounting experience is required
  • Audit background is a plus
  • Strong Microsoft Excel and Microsoft Access skills
  • Experience presenting financial information to executive leadership or Boards of Directors
  • Analytical, collaborative, and comfortable working in a small, "all hands on deck" environment
  • CPA is not required

This is an outstanding opportunity for an experienced insurance accounting professional seeking a strategic leadership role with significant visibility, executive partnership, and the ability to influence the financial direction of a well-established organization.

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