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Captive Insurance Jobs in Ontario (NOW HIRING)

Manage end-to-end captive program placement: prepare submissions to fronting insurers, negotiate pricing, terms, and collateral arrangements (LOCs, trusts, parental guarantees), and obtain ...

CA$70K - CA$90K/yr

  • Medical

  • Dental

  • Life

  • Retirement

  • PTO

Company Description Captive-Aire is the nation's leading manufacturer of commercial kitchen ... Disability & life insurance * Retirement plan with employer match * Paid holidays * Paid time off ...

Commercial HVAC Service Technician

Toronto, ON · On-site

CA$70K - CA$80K/yr

  • Medical

  • Dental

  • Life

  • Retirement

  • PTO

Company Description Captive-Aire is the nation's leading manufacturer of commercial kitchen ... Disability & life insurance * Retirement plan with employer match * Paid holidays * Paid time off ...

CRM Marketing Specialist

Pickering, ON · Hybrid

CA$90K - CA$110K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

... Captive Finance experience Competencies Proficiency in Microsoft Office suite & Adobe Acrobat ... Health Insurance Coverage: We provide comprehensive insurance coverage, including health, dental ...

Captive Insurance information

See Ontario salary details

$19K

$88.5K

$222.5K

How much do captive insurance jobs pay per year?

As of Aug 15, 2026, the average yearly pay for captive insurance in Ontario is $88,526.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,000.00 and $102,000.00 per year, depending on experience, location, and employer.

What is a captive insurance?

A Captive Insurance job involves managing and operating a captive insurance company, which is a subsidiary created by a parent company to insure its own risks. Professionals in this field handle regulatory compliance, risk assessment, underwriting, claims management, and financial reporting. They work closely with actuaries, legal teams, and financial officers to optimize coverage and minimize costs. These roles are commonly found in industries with significant risk exposure, such as healthcare, manufacturing, and transportation.

What does a captive insurance company do?

A captive insurance company is a specialized entity created by a parent organization to insure its own risks. It manages and finances claims, provides risk management solutions, and often requires knowledge of insurance regulations and financial analysis. Employees in this field typically need strong analytical skills and industry certifications such as CPCU or ARM.

What are the key skills and qualifications needed to thrive in captive insurance?

To thrive in Captive Insurance, you need strong analytical skills, a solid understanding of insurance principles, and relevant educational background in finance, business, or risk management. Familiarity with captive management software, regulatory compliance systems, and industry certifications such as ACI or CPCU is often expected. Excellent communication, client relationship management, and problem-solving abilities are valuable soft skills. These competencies are essential for effectively designing, administering, and optimizing captive insurance programs to meet clients' unique risk and financial objectives.

What are the typical daily responsibilities of a captive insurance professional?

In a Captive Insurance role, your daily responsibilities may include analyzing client risk profiles, structuring and managing captive insurance policies, ensuring regulatory compliance, and coordinating with clients, brokers, and regulators. You might also oversee claims processing, prepare financial statements, and participate in meetings to discuss strategy and performance of the captive program. Collaboration with underwriters, actuaries, and legal professionals is common, and you'll often be involved in continuous monitoring to optimize coverage and cost-effectiveness. This dynamic environment offers exposure to a range of industries and provides opportunities to develop deep expertise in alternative risk solutions.

What job categories do people searching Captive Insurance jobs in Ontario look for?

The top searched job categories for Captive Insurance jobs in Ontario are:

Infographic showing various Captive Insurance job openings in Ontario as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $88,526 per year, or $42.6 per hour.

Senior Financial Analyst ~ Insurance Program

Brookfield Properties

Toronto, ON • On-site

Full-time

Re-posted 7 days ago


Brookfield Properties rating

7.2

Company rating: 7.2 out of 10

Based on 23 frontline employees who took The Breakroom Quiz

122nd of 203 rated real estate companies


Job description

Location

Brookfield Place - 181 Bay Street

Our Company

At Brookfield Properties, the foundation of our success is firmly rooted in our people.


Our company is comprised of experts across a range of specialties who share a goal of ensuring our properties are continuously evolving to meet the needs of our communities and stakeholders. To meet this goal, we hire visionary, entrepreneurial talent who help us innovate and enhance our business. We build collaborative teams who value integrity, creativity and diversity.


Our teams operate an iconic portfolio of irreplaceable properties within the world's most dynamic markets. As one of the largest real estate services companies, we provide management and development expertise exclusively for properties owned by Brookfield Asset Management.

Job Description

We Are Brookfield Properties:

Brookfield Properties manages real estate around the globe and prioritizes making a positive impact in the communities where we operate. We are dedicated to implementing sustainable solutions that reduce environmental impact while collaborating with our partners, tenants and local neighborhoods to bring our properties to life.

We are seeking a motivated and detail-oriented Senior Financial Analyst - Financial Operations to join our Brookfield Properties Corporate team. The Senior Financial Analyst will be a key member of the Financial Operations (FinOps) team within Brookfield Real Estate Corporate Operations and will support the financial oversight of the Consolidated Insurance Program. The Insurance Program manages insurance coverage for real estate assets owned or managed by Brookfield.

The Senior Financial Analyst will contribute to financial and management reporting, liquidity management, financial operations, and allocations related to the Insurance Program, while partnering closely with Risk Management, Tax, Legal, and Sector Finance teams. The role will support the Senior Director, Insurance Program, in the day-to-day financial oversight and administration of the Consolidated Insurance Program. This position requires strong analytical capabilities, attention to detail, and the ability to operate effectively in a complex, multi-entity environment while managing multiple priorities and deadlines.

Role & Responsibilities:

Insurance Allocations

  • Assist the Senior Director and Risk Management team in the management of annual allocations for key insurance programs, including validating cost inputs and assumptions, performing reconciliations and variance analysis, and supporting scenario analysis and allocation reporting
  • Manage quarterly and off-cycle premium adjustments related to asset acquisitions and dispositions
  • Support the ongoing refinement and automation of allocation methodologies in partnership with Risk Management
  • Support the preparation of reporting, analyses, and presentations related to insurance program costs, allocation results, and key allocation drivers

Liquidity Management and Financial Operations

  • Maintain cash flow forecasts for expected premium collections and expenditures, and monitor liquidity across the insurance program and related legal entities
  • Support Sector Finance teams in budgeting and liquidity forecasting related to insurance costs
  • Track and monitor letters of credit (LOCs), intercompany funding arrangements, loans, and investment balances related to the Insurance Program
  • Execute billing and collections processes related to insurance premiums
  • Process vendor payments and manage operational cash flows
  • Track third-party claims payments and ensure timely remittance to properties
  • Support process improvement and automation initiatives to enhance the efficiency and accuracy of insurance financial operations and reporting

Financial and Management Reporting

  • Support the preparation and review of financial statements for captive insurance legal entities, including quarterly and annual reporting packages for Brookfield's consolidated financial reporting
  • Assist in the preparation of journal entries, account reconciliations, and supporting schedules for captive insurance entities
  • Prepare analyses, supporting schedules, and internal management reports, including tracking actual expenditures against budget, forecast, and allocation model assumptions
  • Assist in identifying and explaining key variances and trends related to insurance program costs and operating results
  • Prepare supporting documentation for regulatory filings and statutory audits, and coordinate audit requests with external auditors
  • Liaise with the Tax team on quarterly and annual federal and state tax calculations and filings
  • Assist with management company accounting and related reconciliations
  • Maintain strong financial controls and support adherence to internal policies and procedures
Your Qualifications:
  • CPA designation or in progress
  • Bachelor's degree in accounting, finance, or a related field
  • 3-6 years of progressive experience in finance, accounting, audit, or financial operations
  • Strong analytical and problem-solving skills, with the ability to interpret complex financial data and identify trends, variances, and key business drivers
  • High level of accuracy and attention to detail
  • Ability to manage multiple priorities and meet deadlines in a fast-paced environment
  • Effective communication skills, with the ability to collaborate across functions (Risk, Tax, Legal, and Finance)
  • Solid understanding of financial reporting, reconciliations, and internal controls
  • Proficiency in Excel and experience with financial systems (e.g., ERP platforms)
  • Demonstrated involvement in the preparation of financial reporting, reconciliations, and management reporting packages
  • Exposure to budgeting, forecasting, cash flow management, or liquidity planning
  • Familiarity with multi-entity environments and complex organizational structures is an asset
  • Knowledge of insurance programs, captive insurance structures, or regulated entities is considered an asset
  • Exposure to cost allocation methodologies, financial modeling, or financial analysis is an asset
Your Career @ Brookfield Properties:

At Brookfield Properties, your career progression is important to us. As a successful employee, you will have the opportunity to grow within your team, department, and across the Brookfield organization. Our leadership teams are dedicated to the accomplishments of their employees. We also invest time into training and developing our people.

End your job search and find your career today, at Brookfield Properties.

Why Brookfield Properties?

We imagine, create, and operate on a foundation of values to build a better world, together. Brookfield Properties strives to create spaces where going to work never feels routine. As a Brookfield Properties employee, you will enjoy many benefits such as Group RRSP, tuition reimbursement, early close on summer Fridays, paid maternity leave and more. There is also a generous employee referral program because we want our existing team members to help us build a more diverse workplace through their networks.

The expected salary range for this role is $95,000 - $110,000 annually. Final compensation offered will be determined based on several factors including but not limited to relevant experience, education, job-related skills, and internal equity.

Brookfield Properties is an equal opportunity employer, and we foster an inviting, inclusive and collaborative environment. We may use AI to assist in our search to identify the best candidate.

Position Opening Reason:

New Position

We are proud to create a diverse environment and are proud to be an equal opportunity employer. Accordingly, we will accommodate the needs of all qualified applicants with disabilities during the recruitment and selection process in accordance with the Ontario Human Rights Code and Accessibility for Ontarians with Disabilities Act.

We are proud to create a diverse environment and are proud to be an equal opportunity employer. Accordingly, we will accommodate the needs of all qualified applicants with disabilities during the recruitment and selection process in accordance with the Ontario Human Rights Code and Accessibility for Ontarians with Disabilities Act.

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