Ontario Insurance investigator Jobs – 62 Openings This Week

Investigator
Registered Insurance Brokers of Ontario (RIBO) —Toronto, ON
- $64,000–$74,000 a year
- Full-time
- Hybrid work
- Writing skills
- Microsoft Office
- Finance
- Dental care
- Paid time off
Quick apply
Licensed Private Investigator
The Investigators Group Inc. / IGI —Toronto, ON
- From $28 an hour
- Weekends as needed
- English
- Driving
- In-person
- Dental care
- Vision care
Quick apply
4d
Private Investigator - Surveillance (Investigator Licence Required)
Larrek Investigations —Kitchener-Waterloo, ON
- $25–$35 an hour
- Full-time
- Wellness program
- Disability insurance
Quick apply
Private Investigator - Surveillance (Investigator Licence Required)
Larrek Investigations —Ottawa, ON
- $25–$35 an hour
- Overtime
- Mileage reimbursement
- Employee assistance program
Quick apply
Private Investigator - Surveillance (Investigator Licence Required)
Larrek Investigations —Toronto, ON
- $25–$35 an hour
- Overtime
- Wellness program
- Disability insurance
Quick apply
Claims Adjuster SIU
CAA Insurance Company —Thornhill, ON
- $49,500–$78,200 a year
- Microsoft Office
- Analysis skills
- Communication skills
- Wellness program
- Tuition reimbursement
Quick apply
Surveillance Investigator - Toronto & GTA
Intrepid Investigations —Toronto, ON
- From $20 an hour
- Part-time
- Communication skills
- Mileage reimbursement
- Disability insurance
Quick apply
Experienced Undercover Loss Prevention Investigator
Loss Prevention Services Limited —Toronto, ON
- $18–$20 an hour
- 8 hour shift
- High school diploma or GED
- In-person
- Disability insurance
- Dental care
Quick apply
Surveillance Investigator - London, ON
Intrepid Investigations —London, ON
- From $20 an hour
- Overtime
- Communication skills
- Disability insurance
- Dental care
Quick apply
Retail Loss Prevention Investigators
Legendary Security Inc. —Kitchener-Waterloo, ON
- $18.50–$19.00 an hour
- Part-time
- CPR Certification
- High school diploma or GED
- First Aid Certification
- Dental care
- Vision care
Quick apply
Private Investigator, Surveillance - Full-time
Xpera —Toronto, ON
- $25–$35 an hour
- Overtime
- Hybrid work
- Microsoft Word
- Microsoft Excel
- Microsoft Office
Quick apply
Investigator
FP Canada —Toronto, ON
- $80,000–$105,000 a year
- Full-time
- Hybrid work
- Finance
- Administrative experience
- Analysis skills
Quick apply
Medical Science Liaison, Dermatology (Central)
Takeda Pharmaceutical —Toronto, ON
- $127,000–$173,800 a year
- Full-time
- Bilingual
- Medicine
- Doctoral degree
- Profit sharing
- Designated paid holidays
Medical Science Liaison (MSL)
BioSyent Pharma Inc. —Mississauga, ON
- $95,000–$120,000 a year
- Weekends as needed
- Medicine
- Doctoral degree
- English
- Disability insurance
- Dental care
Quick apply
Private Investigator
Mantis Investigation Agency —Toronto, ON
- $23–$38 an hour
- Immediate opening
- Microsoft Word
- English
- Analysis skills
- Commuter benefits
- Dental care
Quick apply
5d
Medical Scientific Expert - Rare Tumors - Ontario/West (Field)
Merck KGaA —Mississauga, ON
- $125,000–$162,800 a year
- Monday to Friday
- Medicine
- Doctoral degree
- English
- Dental care
- Paid time off
Senior Manager, Financial Crimes
KPMG —Toronto, ON
- $116,500–$205,500 a year
- Full-time
- Microsoft Powerpoint
- Bilingual
- Microsoft Excel
Senior Investigator/AML Manager
Royal Bank of Canada —Toronto, ON
- Full-time
- Analysis skills
- Bachelor's
- Organizational skills
Accident Benefits Claims Representative - ll
Portage Mutual Insurance —St. Catharines, ON
- $64,000–$80,000 a year
- Full-time
- Hybrid work
- Nursing
- Microsoft Office
- In-person
- Tuition reimbursement
- Paid time off
Quick apply
8d
Clinical Trial Assistant I
Everest Clinical Research —Markham, ON
- $45,000–$65,000 a year
- Remote
- Microsoft Office
- Administrative experience
- Bachelor's
- Disability insurance
- Dental care
Quick apply

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Investigator

Registered Insurance Brokers of Ontario (RIBO)
Toronto, ON

Quick apply

Job details

Permanent | Full-time | Casual
$64,000–$74,000 a year

Qualifications

French
Law
Writing skills
RIBO License
Microsoft Office
Finance
Public Administration
Bachelor's
Continuous improvement
Organizational skills
Business
Communication skills

Full job description

Investigator

About the Company

Established in 1981, the Registered Insurance Brokers of Ontario (RIBO) is the self-regulatory body that licenses and oversees general insurance brokers in Ontario. With a mandate to protect the public interest, RIBO regulates the professional conduct and competence of over 22,000 licensees across the province. As Ontario’s insurance broker regulator, we play a critical role in ensuring consumer trust and maintaining high standards within the profession.

RIBO’s core responsibilities include setting qualification standards, licensing individuals and firms, monitoring compliance, developing regulatory policy, and addressing professional conduct concerns through complaints and discipline processes.

We currently have a vacancy and are seeking a full-time Investigator to join our Compliance, Conduct & Investigations team.

Position Summary

The Investigator plays a vital role in supporting RIBO’s public protection mandate by conducting fair, thorough, and timely investigations into complaints and potential breaches of the Registered Insurance Brokers Act, RIBO By‑laws, Regulations, and the Code of Conduct. Reporting to the Manager of Investigations, the Investigator is responsible for gathering, analyzing, and documenting evidence related to concerns raised about licensee conduct, ensuring all matters are handled with professionalism, consistency, and procedural fairness.

Investigators lead fact‑finding activities, including interviewing witnesses and licensees, obtaining confidential documentation, preparing investigation reports, and formulating recommendations for next steps. They work collaboratively with colleagues within the Investigations Department and across RIBO to ensure the effective management, administration, and transition of investigation files.

The Investigator also represents RIBO in formal regulatory processes, including presenting findings to the Complaints Committee and providing testimony at Discipline Hearings as required. Investigators are expected to embody RIBO’s values of fairness, integrity, sensitivity, and knowledge in all interactions with complainants, licensees, stakeholders, and colleagues.

Key Responsibilities

Conduct Investigations

· Investigate allegations of professional misconduct against licensees in accordance with the Act, Regulations, and Code of Conduct.

· Obtain and gather confidential documentation and information, including conducting interviews and taking statements from witnesses and registrants.

· Gather and analyze evidence; report on outcomes and recommend courses of action.

· Assess risk and potential harm to the public throughout the investigation and escalate matters requiring urgent regulatory attention.

· Prepare investigation reports, draft correspondence, and collaborate with other investigators.

· Administer investigations, including opening and closing files, recording evidence, and logging activities.

· Ensure accuracy and completeness of investigation data for reporting, trend analysis, and quality assurance purposes.

Communicate Findings and Support Regulatory Processes

· Respond to complainants, licensees, and other parties to explain RIBO’s jurisdiction, investigative steps, and outcomes.

· Present investigation findings to the Complaints Committee and Council members.

· Attend Discipline Hearings and provide testimony as required.

· Communicate with the public and industry members regarding proper practices and governance requirements.

Professional Knowledge and Continuous Improvement

· Remain current on industry issues, regulatory practices, legislation, and compliance trends.

· Provide feedback on investigative and complaints processes and participate in improvement initiatives.

· Work collaboratively with colleagues across the organization.

· Demonstrate flexibility and support organizational modernization.

· Model RIBO’s values of fairness, integrity, sensitivity, and knowledge.

Qualifications

Required:

· 5–10 years of experience in regulatory environments such as compliance, investigations, auditing, enforcement, complaints management, or a related field – not limited to the insurance sector.

· Bachelor’s degree in business, law, public administration, finance, criminology, or a related discipline.

· Working knowledge of legislation, regulatory frameworks, and administrative / tribunal processes, including documentation standards, procedural fairness, and privacy/confidentiality expectations.

Assets:

· CAIB, CIP, or insurance-related credentials.

· Experience in insurance brokerage operations.

· Experience conducting investigations, interviews, or hearings.

· French fluency.

Skills & Competencies· Excellent written and verbal communication skills, including clear and objective report writing.

· Strong interpersonal skills for conducting interviews with complainants, licensees, and witnesses.

· Demonstrated analytical and critical-thinking abilities, including the assessment of evidence and risk.

· Strong time‑management and organizational skills, able to manage multiple files concurrently.

· High level of integrity, sound judgment, and commitment to confidentiality.

· Ability to work both independently and collaboratively in a regulatory environment.

· Proficiency in Microsoft Office Suite and comfort using case‑management or evidence‑tracking systems.

What RIBO Offers

Competitive Salary: Hiring range of $64,000 – $74,000 commensurate with experience.
Retirement Savings: Up to 8% matching RRSP contributions to help you plan for the future.
Health & Wellness Coverage: Robust health and dental benefits that go beyond the basics to support your overall well-being.
Generous Paid Time Off: More than just standard vacation — our time-off policies include personal and sick days, a winter break, and early closures before long weekends to support true work-life balance.
Professional Growth: Access to a dedicated training and education fund to support your ongoing learning and career development.
Supportive Culture: Be part of a positive, collaborative environment where your ideas are valued and your contributions make a difference.

The Application Process

If you are interested in this role, please submit your resume and cover letter to [email protected] including Investigator in the subject line.

Your cover letter should include:

· What interests you about RIBO

· What interests you about the role

How your experience would contribute to success in this position

Application Deadline: July 20, 2026

At RIBO, we value diversity, equity, inclusion, and belonging. We are committed to building inclusive teams and an equitable workplace for all employees. We strive to provide an accessible candidate experience and encourage applicants to request accommodation by contacting [email protected].

We thank all applicants for their interest; however, only those selected for an interview will be contacted.

Pay: $64,000.00-$74,000.00 per year

Benefits:

Casual dress
Dental care
RRSP match

Ability to commute/relocate:

Toronto, ON M5H 2Y4: reliably commute or plan to relocate before starting work (required)

Application question(s):

Do you have working knowledge of legislation, regulatory frameworks, and administrative / tribunal processes, including documentation standards, procedural fairness, and privacy/confidentiality expectations?

Education:

Bachelor's Degree (required)

Experience:

Regulatory: 5 years (required)
Compliance: 5 years (required)
Investigations: 5 years (required)
Complaints Management: 5 years (required)

Work Location: Hybrid remote in Toronto, ON M5H 2Y4

Quick apply

Refine Your Search

insurance investigator jobs in ontario

Investigator

Licensed Private Investigator

Private Investigator - Surveillance (Investigator Licence Required)

Private Investigator - Surveillance (Investigator Licence Required)

Private Investigator - Surveillance (Investigator Licence Required)

Claims Adjuster SIU

Surveillance Investigator - Toronto & GTA

Experienced Undercover Loss Prevention Investigator

Surveillance Investigator - London, ON

Retail Loss Prevention Investigators

Private Investigator, Surveillance - Full-time

Investigator

Medical Science Liaison, Dermatology (Central)

Medical Science Liaison (MSL)

Private Investigator

Medical Scientific Expert - Rare Tumors - Ontario/West (Field)

Senior Manager, Financial Crimes

Senior Investigator/AML Manager

Accident Benefits Claims Representative - ll

Clinical Trial Assistant I

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