ZipRecruiter

Log In

1

Trainee Insurance Jobs in Ontario (NOW HIRING)

Cintas

Management Trainee

Toronto, ON · On-site

CA$64K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... AD&D Insurance, 100% Company Paid Paid Vacation and Holidays Skills Development, Training and ...

Cintas

Management Trainee

Windsor, ON · On-site

CA$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... AD&D Insurance, 100% Company Paid Paid Vacation and Holidays Skills Development, Training and ...

Cintas

Management Trainee

Toronto, ON · On-site

CA$64K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... AD&D Insurance, 100% Company Paid Paid Vacation and Holidays Skills Development, Training and ...

Cintas

Management Trainee

Toronto, ON · On-site

CA$64K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... AD&D Insurance, 100% Company Paid Paid Vacation and Holidays Skills Development, Training and ...

Cintas

Management Trainee

Cambridge, ON · On-site

CA$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... AD&D Insurance, 100% Company Paid Paid Vacation and Holidays Skills Development, Training and ...

Cintas

Management Trainee

Cambridge, ON

CA$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... AD&D Insurance, 100% Company Paid Paid Vacation and Holidays Skills Development, Training and ...

Munich Re

Field Risk Inspector Trainee

Toronto, ON · On-site

Field Risk Inspector Trainee Launch Your Career in Specialty Insurance with HSB Canada (Munich Re Group) Are you ready to shape the future of risk management and specialty insurance? Join HSB Canada ...

Munich Re

Field Risk Inspector Trainee

Toronto, ON · On-site

Launch Your Career in Specialty Insurance with HSB Canada (Munich Re Group) Are you ready to shape ... Join HSB Canada's flagship Field Risk Inspector Trainee Program and become part of a global leader ...

Halfords

Trainee Tyre Technician Apply now Job no: 566841 Work type: Full time Site: Thurso Categories ... Discounts on everything from groceries, shopping, insurance, days out, restaurants and more

Enterprise Holdings

Management Trainee

Pembroke, ON

CA$54K/yr

Life Insurance; Prescription coverage * Employee discounts on car rentals, car purchases and much ... that our Management Trainee position does not typically fall under an eligible National ...

Enterprise Holdings

Management Trainee

Pembroke, ON · On-site

CA$54K/yr

Life Insurance; Prescription coverage * Employee discounts on car rentals, car purchases and much ... that our Management Trainee position does not typically fall under an eligible National ...

Enterprise Holdings

Management Trainee

North Bay, ON · On-site

CA$54K/yr

Life Insurance; Prescription coverage * Employee discounts on car rentals, car purchases and much ... that our Management Trainee position does not typically fall under an eligible National ...

Enterprise Holdings

Management Trainee

Ottawa, ON · On-site

CA$54K/yr

Life Insurance; Prescription coverage * Employee discounts on car rentals, car purchases and much ... that our Management Trainee position does not typically fall under an eligible National ...

next page

Showing results 1-20

All JobsInsurance JobsTrainee Insurance JobsTrainee Insurance Jobs in Ontario

Trainee Insurance information

See Ontario salary details

$18K

$42.4K

$78.5K

How much do trainee insurance jobs pay per year?

As of Aug 7, 2026, the average yearly pay for trainee insurance in Ontario is $42,430.00, according to ZipRecruiter salary data. Most workers in this role earn between $32,500.00 and $45,500.00 per year, depending on experience, location, and employer.

What does a trainee insurance do?

A trainee insurance role typically involves learning the fundamentals of the insurance industry, including understanding different types of insurance policies, risk assessment, and customer service. Trainees often assist senior staff with policy administration, claims processing, and underwriting tasks. The position is designed to provide hands-on experience and training, allowing individuals to develop the skills needed for a successful career in insurance. Over time, trainees may have opportunities to specialize in areas like sales, claims, or underwriting, depending on their interests and company needs.

What are the key skills and qualifications needed to thrive as a trainee insurance professional?

To thrive as a Trainee Insurance professional, you need a basic understanding of insurance principles, analytical skills, and a relevant educational background such as a degree in finance, business, or economics. Familiarity with insurance software, CRM systems, and potentially industry certifications like CII (Chartered Insurance Institute) is advantageous. Strong communication, attention to detail, and a customer-focused mindset are standout soft skills in this role. These abilities are crucial for accurately assessing risk, building client trust, and ensuring efficient and compliant insurance operations.

What are some common challenges faced by trainee insurance professionals during their first year on the job?

Trainee insurance professionals often encounter challenges such as grasping complex policy details, adapting to regulatory requirements, and building effective communication skills with clients. Balancing administrative responsibilities with learning about different insurance products can also be demanding. However, with mentorship and on-the-job training, trainees gradually develop the confidence and expertise needed to succeed in the industry.

What is the difference between Trainee Insurance vs Insurance Agent?

AspectTrainee InsuranceInsurance Agent
Required CredentialsTypically no formal license, on-the-job trainingLicensed, often requires certification
Work EnvironmentTraining programs, supervised learningClient-facing, sales-focused
Employer & Industry UsageInsurance companies, training rolesInsurance agencies, sales roles

In summary, a Trainee Insurance is an entry-level position focused on learning and training within the insurance industry, often without requiring a license. An Insurance Agent, however, is a licensed professional responsible for selling insurance policies and advising clients. The trainee role is a stepping stone toward becoming a licensed insurance agent.

What are the most commonly searched types of Insurance jobs in Ontario? The most popular types of Insurance jobs in Ontario are:
Trainee Insurance jobs near you
Infographic showing various Trainee Insurance job openings in Ontario as of August 2026, with employment types broken down into 87% Full Time, and 13% Part Time. Highlights an 100% In-person job distribution, with an average salary of $42,430 per year, or $20.4 per hour.

Management Trainee

Cintas

Toronto, ON • On-site

CA$64K/yr

Other

Medical, Life, Retirement, PTO

Re-posted 3 days ago

Cintas rating

7.7

Company rating: 7.7 out of 10

Based on 471 frontline employees who took The Breakroom Quiz

169th of 482 rated business services

Job description

Requisition Number: 227648

Job Description

Cintas is offering an exciting Management Trainee program designed to kickstart your professional career. We are seeking a motivated and dynamic Management Trainee to join this well-structured program, where you'll gain in-depth knowledge of our business through hands-on rotations in various departments.  This position is designed for individuals looking to develop their leadership skills and gain hands-on experience in various aspects of our business operations. The Management Trainee will work closely with experienced managers to learn about Outside Sales, Production/Warehouse Management, Office Management, Service Management and ultimately prepare you for career advancement opportunities within the company.

Key Responsibilities Include:

  • Rotate through departments immersing in the business from a leadership viewpoint.
  • Engage in outside sales activities to promote products and services while building customer relationships.
  • Provide exceptional customer service by addressing inquiries and resolving issues promptly.
  • Analyze sales data and assist in making informed business decisions.
  • Collaborate with key leaders on various projects related to sales management and operational efficiency.
  • Professional Development with access to Executive Leadership Seminars/Divisional Summits.
Skills/Qualifications

Required

  • Must have, or will obtain, a Bachelor's degree within six months

Qualified candidates must meet all requirements outlined by Provincial requirements for driving a regulated vehicle weighing more than 10,000 lbs. In order to comply with Provincial requirements, qualified candidates must, prior to their first day of employment:
      A valid, full, unrestricted driver's license

Preferred

  • Co-op or internship experience in a Customer Service, Sales, Production or Administrative role
  • A business or otherwise related academic major
  • A leadership/management role on campus or related extracurricular activities

Willingness to relocate regionally during, or at the end of, the program

Benefits
Cintas provides extended health care coverage for many services not covered by the Provincial Health Care System. This coverage is provided at no cost to employee-partners. 


Additionally, our employee-partners enjoy:


    Competitive Pay 
    Registered Retirement Savings Plan (RRSP) and Deferred Profit Sharing Plan (DPSP)
    Disability, Life and AD&D Insurance, 100% Company Paid
    Paid Vacation and Holidays 
    Skills Development, Training and Career Advancement Opportunities

Compensation
A reasonable estimate of base salary for this role is $64,000/Year. The range takes into account factors that are considered in making compensation decisions including, but not limited to, skill sets, experience and training, and other business and organization needs. Please note, it is not typical for an individual to be hired at or near the top of the range for their role and compensation decision are dependent on the facts and circumstances of each decision.
Company Information
Cintas Corporation helps more than one million businesses of all types and sizes get Ready to open their doors with confidence every day by providing products and services that help keep their customers' facilities and employees clean, safe, and looking their best. With offerings including uniforms, mats, mops, towels, restroom supplies, workplace water services, first aid and safety products, eye-wash stations, safety training, fire extinguishers, sprinkler systems and alarm service, Cintas helps customers get Ready for the Workday. Headquartered in the U.S., Cincinnati, OH, Cintas is a publicly held Fortune 500 company traded over the Nasdaq Global Select Market under the symbol CTAS and is a component of both the Standard & Poor's 500 Index and Nasdaq-100 Index. 


In accordance with applicable laws (including human rights and accessibility legislation), accommodations will be provided in all parts of the hiring process. Applicants are required to make their needs known in advance.


Cintas Corporation is proud to be an Equal Opportunity Employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy), national origin, age, genetic information, disability, protected veteran status, or any other characteristic or category protected by local, state, provincial, or federal law.

This job posting will remain open for at least five (5) days.

Job Category: Service 
Organization: Rental
Employee Status: Regular
Schedule: Full Time
Shift: 1st Shift
Position Type: New Position

What Cintas employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply