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Captive Insurance Jobs in Ontario (NOW HIRING)

HUB

Senior Actuarial Consultant

Toronto, ON · On-site

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

CaptiveAire

CA$70K - CA$90K/yr

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 ...

CaptiveAire

Commercial HVAC Service Technician

Toronto, ON · On-site

CA$70K - CA$80K/yr

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 ...

Volkswagen AG

CRM Marketing Specialist

Pickering, ON · Hybrid

CA$90K - CA$110K/yr

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

All JobsCaptive Insurance JobsCaptive Insurance Jobs in Ontario

Captive Insurance information

See Ontario salary details

$19K

$88.5K

$222.5K

How much do captive insurance jobs pay per year?

As of Sep 1, 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 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 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 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 popular job titles related to Captive Insurance jobs in Ontario?

For Captive Insurance jobs in Ontario, the most frequently searched job titles are:

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:

Captive Insurance jobs near you
Infographic showing various Captive Insurance job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 27% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $88,526 per year, or $42.6 per hour.

Insurance Expert - Fully Remote | Upto $800/task Task based

Toronto, ON • Remote

Mercor
See more jobs at Mercorexternal

Full-time

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

About the job

Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark, General Catalyst, Peter Thiel, Adam D'Angelo, Larry Summers, and Jack Dorsey.

Position: Reinsurance & Program Business Specialist
Type: Contract
Compensation: $800/hour
Location: Remote
Commitment: 20–40 hours/week

Role Responsibilities

  • Design realistic scenarios involving treaty and facultative reinsurance, attachment and exhaustion, cessions, recoverables, bordereaux, delegated authority, program governance, fronting, captives, and risk participation.
  • Create work products such as structure comparisons, submission analyses, contract summaries, program reviews, counterparty assessments, and risk-transfer recommendations.
  • Write "golden" reference responses at experienced reinsurance and program-business quality.
  • Grade AI-generated responses against structured rubrics for structural accuracy, contract logic, financial understanding, stakeholder roles, and market realism.
  • Identify misunderstandings of layers, limits, retentions, commissions, claims control, collateral, counterparty exposure, and carrier-MGA responsibilities.
  • Provide written feedback the research team uses to improve model behavior.

Qualifications

Must-Have

  • 2+ years of professional experience in reinsurance, program business, delegated authority, fronting, captive insurance, or alternative risk transfer.
  • Understand at least one of the following: treaty reinsurance, facultative reinsurance, MGA/MGU programs, Lloyd's arrangements, captives, or fronted programs.
  • Can identify the economic and operational responsibilities of cedents, reinsurers, brokers, MGAs, fronting carriers, and insureds.
  • Understand how contract structure changes risk transfer, earnings, collateral, claims handling, and reporting.
  • Demonstrate excellent written reasoning, commercial judgment, and high attention to detail.
  • Can distinguish reinsurance decisions from direct underwriting and ordinary claim adjudication.

Preferred

  • CPCU, ARe, ARM, ACAS, FCAS, or comparable designation.
  • Both ceded and assumed reinsurance experience.
  • Reinsurance broking, treaty wording, recoverables, or claims experience.
  • Program audit, delegated-authority, or bordereaux-management experience.
  • Captive, large-deductible, retrospective-rating, or risk-sharing experience.

Start Date

  • Immediate start; applications reviewed on a rolling basis.

Application Process (Takes 20–30 mins to complete)

  • Upload resume
  • AI interview based on your resume
  • Submit form

Resources & Support

  • For details about the interview process and platform information, please check: https://talent.docs.mercor.com/welcome
  • For any help or support, reach out to: support@mercor.com

PS: Our team reviews applications daily. Please complete your AI interview and application steps to be considered for this opportunity.