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Executive Insurance Controller Jobs in Illinois (NOW HIRING)

Calqulate

Corporate Controller

Crystal Lake, IL · On-site

President / CEO Employment Type: Full-Time About the Role We are seeking a hands-on, strategic ... Compliance, Insurance & Asset Management: Oversee corporate risk management, including annual ...

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 ...

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 · 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 ...

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 ...

AFC Materials Group

Controller

Lake In The Hills, IL · On-site

$120K - $140K/yr

... executive leadership. This role is ideal for a resilient, solutions-oriented leader who thrives in ... insurance providers, and other financial partners. * Lead, coach, mentor, and develop the ...

AFC Materials Group

Controller

Lake In The Hills, IL · On-site

$120K - $140K/yr

... executive leadership. This role is ideal for a resilient, solutions-oriented leader who thrives in ... insurance providers, and other financial partners. * Lead, coach, mentor, and develop the ...

AFC Materials Group

Controller

Lake In The Hills, IL · On-site

$120K - $140K/yr

... executive leadership. This role is ideal for a resilient, solutions-oriented leader who thrives in ... insurance providers, and other financial partners. * Lead, coach, mentor, and develop the ...

Buckingham Search

Corporate Controller

Chicago, IL · On-site

This is a highly visible leadership role that partners closely with executive finance leadership to ... Comprehensive medical, dental, vision, life, and disability insurance * 401(k) with company ...

Sedron Technologies, LLC

Controller

Chicago, IL · On-site

$145 - $240/hr

Disability, Life, and AD&D Insurance * FSA and HSA options with employer contributions * Tuition ... for non-finance executives and board members * Process improvement mindset with experience ...

Aspen Guard LLC

Controller

Chicago, IL · On-site

$135K - $165K/yr

Provide strategic financial insights to the executive team, supporting decision-making and business ... Access to our medical insurance plan, which provides coverage for medical expenses and ...

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All JobsInsurance Controller JobsExecutive Insurance Controller JobsExecutive Insurance Controller Jobs in Illinois

Executive Insurance Controller information

What is an executive insurance controller?

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 are the key skills and qualifications needed to thrive as an executive insurance controller?

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 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 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 the most commonly searched types of Insurance Controller jobs in Illinois?

The most popular types of Insurance Controller jobs in Illinois are:

What cities in Illinois are hiring for Executive Insurance Controller jobs?

Cities in Illinois with the most Executive Insurance Controller job openings:

Executive Insurance Controller jobs near you
Infographic showing various Executive Insurance Controller job openings in Illinois as of August 2026, with employment types broken down into 100% Full Time. Highlights an 93% In-person, and 7% Hybrid job distribution.

Corporate Controller

Calqulate

Crystal Lake, IL • On-site

Full-time

Posted 18 days ago

Key responsibilities

  • Own the monthly, quarterly, and year-end accounting close processes, including preparing consolidated financial statements and variance analyses.

  • Build and evaluate cost-accounting frameworks to identify cost-saving opportunities and improve job profitability.

  • Lead the optimization or implementation of the enterprise ERP system and oversee related IT systems.

Job description

Corporate Controller (Heavy Materials & Logistics)

Location: Crystal Lake, IL (On-Site | Monday – Friday, 8:00 AM – 5:00 PM)

Industry: Logistics, Fleet Transportation, Aggregates & Heavy Materials

Experience Level: Senior Level / Executive

Reports To: President / CEO

Employment Type: Full-Time

About the Role

We are seeking a hands-on, strategic Corporate Controller to lead financial accounting, cost controls, risk management, and operational reporting for an established logistics, heavy materials, and fleet transport company.

Reporting directly to the President, you will oversee consolidated financial statements, lead ERP optimization initiatives, evaluate business unit P&Ls, and manage a dedicated accounting team. This is a high-visibility leadership role responsible for building robust cost-accounting structures, managing cash flow, and driving job profitability across multiple operating entities.

Key Responsibilities
  • Financial Reporting & Month-End Close: Own the monthly, quarterly, and year-end accounting close processes. Deliver complete consolidated financial statements, GL reconciliations, inventory controls, and variance analyses by target monthly deadlines.
  • Cost Accounting & Job Profitability: Build and evaluate cost-accounting frameworks across all business units, operating locations, and specific jobs to identify cost-saving opportunities and boost margins.
  • ERP Implementation & IT Oversight: Lead the continuous optimization or implementation of the enterprise ERP system; partner with third-party IT providers to oversee software, networking, and hardware systems.
  • Team Leadership & Financial Controls: Manage day-to-day accounting operations and supervise accounting staff handling A/P, A/R, billing, credit/collections, and payroll support.
  • Compliance, Insurance & Asset Management: Oversee corporate risk management, including annual insurance renewals (liability, worker's comp, property), vehicle/equipment licensing (IFTA compliance, lease agreements), credit approvals, and lien waivers.
  • Cash Management & Debt Analytics: Manage daily cash flow, positive pay, bank reconciliations, inter-company allocations, and track long-term equipment debt relative to current assets.
  • Strategic Growth & Advisory: Collaborate with the President on long-term capital structures, equipment investments, M&A/acquisition strategies, and business unit expansions.
Qualifications & Requirements
  • Experience: 8+ years of progressive accounting leadership experience, with proven success as a Controller or Assistant Controller within logistics, fleet transportation, heavy construction, aggregates/mining, or building materials.
  • Financial Mastery: Strong expertise in cost accounting, job costing, inventory controls, consolidated financial reporting, and complex P&L management.
  • Systems Leadership: Demonstrated track record leading or optimizing enterprise ERP systems and modernizing accounting workflows.
  • Regulatory & Operational Compliance: Familiarity with heavy equipment asset tracking, multi-entity accounting, sales/real estate tax, and industry-specific compliance (e.g., IFTA reporting, equipment financing, lien waivers).
  • Leadership Style: Executive-level communication skills with a hands-on, collaborative approach to partnering with plant/fleet operations and executive leadership.
  • Education: Bachelor's degree in Accounting or Finance required; CPA, CMA, or MBA is a strong plus.