Insurance Account Representative Trainee (Winnipeg)

Insurance Account Representative Trainee (Winnipeg)

23 Sep
|
Matthew Jeninga - Desjardins Agent Intern
|
Winnipeg

23 Sep

Matthew Jeninga - Desjardins Agent Intern

Winnipeg

Insurance Account Representative

Desjardins Insurance Agency

Location : Oshawa, ON Employment Type : Full-Time Hours : 35 Hours Per Week Training Compensation : $45,000 Annualized

Launch Your Career with Desjardins Insurance

Are you energetic, customer-focused, and ready to build a rewarding career in the insurance industry?

Our Desjardins Insurance Agency is seeking motivated individuals to join our team as

Insurance Account Representative Trainees in a fully paid 3-month training program. Through structured learning, hands-on experience, mentorship, and personalized coaching, you will develop the skills, knowledge, and confidence needed to succeed in a client-focused insurance role.

This opportunity is ideal for individuals who enjoy helping people, building relationships, and growing professionally in a supportive and team-oriented environment.

Successful trainees will have the opportunity to transition into a permanent full-time

Insurance Account Representative position, providing a clear pathway to a long-term and rewarding career with our agency.

What You’ll Do

Participate fully in training sessions focused on Desjardins products and services, client service excellence, sales and relationship-building techniques, and agency operations and processes.

Provide qualified customer service to existing and prospective clients in person and over the phone.

Assist with policy inquiries, servicing, appointment scheduling, client follow-up activities, and administrative support.

Learn to identify client needs and recommend appropriate insurance solutions.

Maintain accurate client records and support daily agency operations.





Meet training milestones while embracing coaching, feedback, and continuous learning.

Who We’re Looking For Preferred Qualifications

Experience in client service, retail, hospitality, sales, banking, or office administration.

High school diploma or equivalent; post-secondary education is an asset.

Basic computer proficiency including Microsoft Office and web-based applications.

Insurance or financial services experience is an asset but not required.

Key Skills & Attributes

Excellent verbal and written communication skills.

Strong interpersonal skills and professionalism.

Ability to multitask in a fast-paced environment.

Strong attention to detail and problem-solving abilities.

Positive attitude, coachability, and commitment to growth.

Ability to work independently and collaboratively.

Training & Development Comprehensive onboarding, insurance fundamentals, product education, sales and relationship-building skills, agency systems training, compliance education, personalized mentorship, performance coaching, and ongoing development opportunities.

Career Opportunity This program is designed to prepare high-potential candidates for a permanent

Insurance Account Representative role within the agency.





Individuals who successfully complete the training program and transition into a permanent position will have access to:

Competitive base salary

Performance-based bonus opportunities

Commission and incentive earnings

Ongoing professional development and mentorshipCareer advancement opportunities

What We Offer

Paid full-time training at an annualized salary of $45,000

Comprehensive insurance and product education

Structured onboarding and professional development

One-on-one mentorship and ongoing coaching

Hands-on client service and sales experience

Supportive, cooperative team environment

Opportunity to secure a permanent full-time Insurance Account Representative position upon successful completion of the program

Eligibility Requirement Candidates must be legally eligible to work in Canada.

Important Information You will be hired to work at The Personal Insurance Company ("The Personal")

for a period of up to

90 days to allow you to complete training and licensing.

If training and licensing are successfully completed, you will be considered for employment with an independent contractor for a Desjardins Agent.

We welcome applications from people with disabilities. Accommodations are available upon request for applicants in all aspects of the recruitment process.

Start Your Career with Desjardins Insurance If you are motivated to learn, passionate about helping people, and eager to build a long-term career in a professional and supportive environment, we encourage you to apply.

Take the first step toward a rewarding career with Desjardins Insurance today.

📌 Insurance Account Representative Trainee (Winnipeg)
🏢 Matthew Jeninga - Desjardins Agent Intern
📍 Winnipeg

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